3/12/2020 Acetanilida | C8H9NO - PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Acetanilide 1/46 RESUMEN COMPUESTO Acetanilida PubChem CID 904 Estructura Encuentra estructuras similares Seguridad química Hoja de datos del resumen de seguridad química de laboratorio (LCSS) Fórmula molecular C H N O Sinónimos acetanilida N-fenilacetamida 103-84-4 Antifebrina Acetanil Más... Peso molecular 135,16 g / mol Fecha s Modificar 2020-11-29 Crear 2004-09-16 La acetanilida es un sólido de color blanco a gris. (NTP, 1992) Químicos CAMEO La N-fenilacetamida es un miembro de la clase de acetamidas que es la acetamida en la que uno de los hidrógenos unidos al nitrógeno está sustituido por un grupo fenilo. Tiene un papel como analgésico. Es miembro de acetamidas y anilida. Deriva de un ácido acético . CHEBI 2D 3D Crystal Irritant 8 9
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3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 146
RESUMEN COMPUESTO
AcetanilidaPubChem CID 904
Estructura
Encuentra estructuras similares
Seguridad quiacutemica
Hoja de datos del resumen de seguridad quiacutemica de laboratorio (LCSS)
La acetanilida es un soacutelido de color blanco a gris (NTP 1992)
Quiacutemicos CAMEO
La N-fenilacetamida es un miembro de la clase de acetamidas que es la acetamida en la que uno de los hidroacutegenos unidos al nitroacutegeno estaacute sustituido por un grupo fenilo Tiene un papelcomo analgeacutesico Es miembro de acetamidas y anilida Deriva de un aacutecido aceacutetico
CHEBI
2D 3D Crystal
Irritant
8 9
3122020 Acetanilida | C8H9NO - PubChem
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1 Estructuras
11 Estructura 2D
PubChem
12 conformador 3D
PubChem
13 Estructuras de cristalMostrando 1 de 3 Ver maacutes
Nuacutemero CCDC 614360
Datos de estructuracristalina
DOI 105517 ccnm92m
Representacioacuten de laestructura cristalina
Artiacuteculo asociado DOI 101107 S0365110X54002174
The Cambridge Structural Database
Representacioacuten de laestructura quiacutemica
Modelo interactivo deestructura quiacutemica
Bola y palo
Palos
Marco de alambre
Llena el espacio
Mostrar Hidroacutegenos
Animar
3122020 Acetanilida | C8H9NO - PubChem
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2 Names and Identifiers
21 Computed Descriptors
211 IUPAC Name
N-phenylacetamideComputed by LexiChem 266 (PubChem release 20190618)
PubChem
212 InChI
InChI=1SC8H9NOc1-7(10)9-8-5-3-2-4-6-8h2-6H1H3(H910)Computed by InChI 105 (PubChem release 20190618)
PubChem
213 InChI Key
FZERHIULMFGESH-UHFFFAOYSA-NComputed by InChI 105 (PubChem release 20190618)
PubChem
214 Canonical SMILES
CC(=O)NC1=CC=CC=C1Computed by OEChem 215 (PubChem release 20190618)
PubChem
22 Molecular Formula
C8H9NOComputed by PubChem 21 (PubChem release 20190618)
PubChem
23 Other Identifiers
231 CAS
103-84-4
CAMEO Chemicals ChemIDplus DTPNCI EPA Chemicals under the TSCA EPA DSSTox European Chemicals Agency (ECHA) Hazardous Substances Data Bank (HSDB) The National Institute for Occupational Safety and Healt
15826-91-2
European Chemicals Agency (ECHA)
55576-55-1
Human Metabolome Database (HMDB)
232 European Community (EC) Number
203-150-7
European Chemicals Agency (ECHA)
239-928-8
European Chemicals Agency (ECHA)
233 NSC Number
757879
DTPNCI
7636
DTPNCI
234 RTECS Number
3122020 Acetanilida | C8H9NO - PubChem
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AD7350000
The National Institute for Occupational Safety and Health (NIOSH)
XLogP3 12 Computed by XLogP3 30 (PubChem release 20190618)
Hydrogen Bond Donor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Hydrogen Bond Acceptor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Rotatable Bond Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Exact Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Monoisotopic Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Topological Polar Surface Area 291 Aringsup2 Computed by Cactvs 34611 (PubChem release 20190618)
Heavy Atom Count 10 Computed by PubChem
Formal Charge 0 Computed by PubChem
Complexity 116 Computed by Cactvs 34611 (PubChem release 20190618)
Isotope Atom Count 0 Computed by PubChem
Defined Atom Stereocenter Count 0 Computed by PubChem
Undefined Atom Stereocenter Count 0 Computed by PubChem
Defined Bond Stereocenter Count 0 Computed by PubChem
Undefined Bond Stereocenter Count 0 Computed by PubChem
Covalently-Bonded Unit Count 1 Computed by PubChem
Compound Is Canonicalized Yes Computed by PubChem (release 20190104)
PubChem
32 Experimental Properties
321 Physical Description
Acetanilide is a white to gray solid (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
Solid
Human Metabolome Database (HMDB)
322 ColorForm
ORTHORHOMBIC PLATES OR SCALES FROM WATERBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
WHITE SHINING CRYSTALLINE SCALESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
White shining crystalline leaflets or white crystalline powderLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Colorless glossy crystalline materialGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
323 Odor
ODORLESSLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
324 Taste
SLIGHTLY BURNINGBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
3122020 Acetanilida | C8H9NO - PubChem
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Hazardous Substances Data Bank (HSDB)
325 Boiling Point
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3122020 Acetanilida | C8H9NO - PubChem
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985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
3122020 Acetanilida | C8H9NO - PubChem
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
3122020 Acetanilida | C8H9NO - PubChem
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
13 Estructuras de cristalMostrando 1 de 3 Ver maacutes
Nuacutemero CCDC 614360
Datos de estructuracristalina
DOI 105517 ccnm92m
Representacioacuten de laestructura cristalina
Artiacuteculo asociado DOI 101107 S0365110X54002174
The Cambridge Structural Database
Representacioacuten de laestructura quiacutemica
Modelo interactivo deestructura quiacutemica
Bola y palo
Palos
Marco de alambre
Llena el espacio
Mostrar Hidroacutegenos
Animar
3122020 Acetanilida | C8H9NO - PubChem
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2 Names and Identifiers
21 Computed Descriptors
211 IUPAC Name
N-phenylacetamideComputed by LexiChem 266 (PubChem release 20190618)
PubChem
212 InChI
InChI=1SC8H9NOc1-7(10)9-8-5-3-2-4-6-8h2-6H1H3(H910)Computed by InChI 105 (PubChem release 20190618)
PubChem
213 InChI Key
FZERHIULMFGESH-UHFFFAOYSA-NComputed by InChI 105 (PubChem release 20190618)
PubChem
214 Canonical SMILES
CC(=O)NC1=CC=CC=C1Computed by OEChem 215 (PubChem release 20190618)
PubChem
22 Molecular Formula
C8H9NOComputed by PubChem 21 (PubChem release 20190618)
PubChem
23 Other Identifiers
231 CAS
103-84-4
CAMEO Chemicals ChemIDplus DTPNCI EPA Chemicals under the TSCA EPA DSSTox European Chemicals Agency (ECHA) Hazardous Substances Data Bank (HSDB) The National Institute for Occupational Safety and Healt
15826-91-2
European Chemicals Agency (ECHA)
55576-55-1
Human Metabolome Database (HMDB)
232 European Community (EC) Number
203-150-7
European Chemicals Agency (ECHA)
239-928-8
European Chemicals Agency (ECHA)
233 NSC Number
757879
DTPNCI
7636
DTPNCI
234 RTECS Number
3122020 Acetanilida | C8H9NO - PubChem
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AD7350000
The National Institute for Occupational Safety and Health (NIOSH)
XLogP3 12 Computed by XLogP3 30 (PubChem release 20190618)
Hydrogen Bond Donor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Hydrogen Bond Acceptor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Rotatable Bond Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Exact Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Monoisotopic Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Topological Polar Surface Area 291 Aringsup2 Computed by Cactvs 34611 (PubChem release 20190618)
Heavy Atom Count 10 Computed by PubChem
Formal Charge 0 Computed by PubChem
Complexity 116 Computed by Cactvs 34611 (PubChem release 20190618)
Isotope Atom Count 0 Computed by PubChem
Defined Atom Stereocenter Count 0 Computed by PubChem
Undefined Atom Stereocenter Count 0 Computed by PubChem
Defined Bond Stereocenter Count 0 Computed by PubChem
Undefined Bond Stereocenter Count 0 Computed by PubChem
Covalently-Bonded Unit Count 1 Computed by PubChem
Compound Is Canonicalized Yes Computed by PubChem (release 20190104)
PubChem
32 Experimental Properties
321 Physical Description
Acetanilide is a white to gray solid (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
Solid
Human Metabolome Database (HMDB)
322 ColorForm
ORTHORHOMBIC PLATES OR SCALES FROM WATERBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
WHITE SHINING CRYSTALLINE SCALESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
White shining crystalline leaflets or white crystalline powderLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Colorless glossy crystalline materialGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
323 Odor
ODORLESSLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
324 Taste
SLIGHTLY BURNINGBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
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Hazardous Substances Data Bank (HSDB)
325 Boiling Point
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
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985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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httpspubchemncbinlmnihgovcompoundAcetanilide 2946
CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3046
13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
N-phenylacetamideComputed by LexiChem 266 (PubChem release 20190618)
PubChem
212 InChI
InChI=1SC8H9NOc1-7(10)9-8-5-3-2-4-6-8h2-6H1H3(H910)Computed by InChI 105 (PubChem release 20190618)
PubChem
213 InChI Key
FZERHIULMFGESH-UHFFFAOYSA-NComputed by InChI 105 (PubChem release 20190618)
PubChem
214 Canonical SMILES
CC(=O)NC1=CC=CC=C1Computed by OEChem 215 (PubChem release 20190618)
PubChem
22 Molecular Formula
C8H9NOComputed by PubChem 21 (PubChem release 20190618)
PubChem
23 Other Identifiers
231 CAS
103-84-4
CAMEO Chemicals ChemIDplus DTPNCI EPA Chemicals under the TSCA EPA DSSTox European Chemicals Agency (ECHA) Hazardous Substances Data Bank (HSDB) The National Institute for Occupational Safety and Healt
15826-91-2
European Chemicals Agency (ECHA)
55576-55-1
Human Metabolome Database (HMDB)
232 European Community (EC) Number
203-150-7
European Chemicals Agency (ECHA)
239-928-8
European Chemicals Agency (ECHA)
233 NSC Number
757879
DTPNCI
7636
DTPNCI
234 RTECS Number
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 446
AD7350000
The National Institute for Occupational Safety and Health (NIOSH)
XLogP3 12 Computed by XLogP3 30 (PubChem release 20190618)
Hydrogen Bond Donor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Hydrogen Bond Acceptor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Rotatable Bond Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Exact Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Monoisotopic Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Topological Polar Surface Area 291 Aringsup2 Computed by Cactvs 34611 (PubChem release 20190618)
Heavy Atom Count 10 Computed by PubChem
Formal Charge 0 Computed by PubChem
Complexity 116 Computed by Cactvs 34611 (PubChem release 20190618)
Isotope Atom Count 0 Computed by PubChem
Defined Atom Stereocenter Count 0 Computed by PubChem
Undefined Atom Stereocenter Count 0 Computed by PubChem
Defined Bond Stereocenter Count 0 Computed by PubChem
Undefined Bond Stereocenter Count 0 Computed by PubChem
Covalently-Bonded Unit Count 1 Computed by PubChem
Compound Is Canonicalized Yes Computed by PubChem (release 20190104)
PubChem
32 Experimental Properties
321 Physical Description
Acetanilide is a white to gray solid (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
Solid
Human Metabolome Database (HMDB)
322 ColorForm
ORTHORHOMBIC PLATES OR SCALES FROM WATERBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
WHITE SHINING CRYSTALLINE SCALESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
White shining crystalline leaflets or white crystalline powderLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Colorless glossy crystalline materialGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
323 Odor
ODORLESSLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
324 Taste
SLIGHTLY BURNINGBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
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Hazardous Substances Data Bank (HSDB)
325 Boiling Point
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
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985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
XLogP3 12 Computed by XLogP3 30 (PubChem release 20190618)
Hydrogen Bond Donor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Hydrogen Bond Acceptor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Rotatable Bond Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Exact Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Monoisotopic Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Topological Polar Surface Area 291 Aringsup2 Computed by Cactvs 34611 (PubChem release 20190618)
Heavy Atom Count 10 Computed by PubChem
Formal Charge 0 Computed by PubChem
Complexity 116 Computed by Cactvs 34611 (PubChem release 20190618)
Isotope Atom Count 0 Computed by PubChem
Defined Atom Stereocenter Count 0 Computed by PubChem
Undefined Atom Stereocenter Count 0 Computed by PubChem
Defined Bond Stereocenter Count 0 Computed by PubChem
Undefined Bond Stereocenter Count 0 Computed by PubChem
Covalently-Bonded Unit Count 1 Computed by PubChem
Compound Is Canonicalized Yes Computed by PubChem (release 20190104)
PubChem
32 Experimental Properties
321 Physical Description
Acetanilide is a white to gray solid (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
Solid
Human Metabolome Database (HMDB)
322 ColorForm
ORTHORHOMBIC PLATES OR SCALES FROM WATERBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
WHITE SHINING CRYSTALLINE SCALESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
White shining crystalline leaflets or white crystalline powderLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Colorless glossy crystalline materialGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
323 Odor
ODORLESSLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
324 Taste
SLIGHTLY BURNINGBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
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Hazardous Substances Data Bank (HSDB)
325 Boiling Point
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 846
985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1646
5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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httpspubchemncbinlmnihgovcompoundAcetanilide 1946
7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 2046
8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 2146
9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
XLogP3 12 Computed by XLogP3 30 (PubChem release 20190618)
Hydrogen Bond Donor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Hydrogen Bond Acceptor Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Rotatable Bond Count 1 Computed by Cactvs 34611 (PubChem release 20190618)
Exact Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Monoisotopic Mass 135068414 gmol Computed by PubChem 21 (PubChem release 20190618)
Topological Polar Surface Area 291 Aringsup2 Computed by Cactvs 34611 (PubChem release 20190618)
Heavy Atom Count 10 Computed by PubChem
Formal Charge 0 Computed by PubChem
Complexity 116 Computed by Cactvs 34611 (PubChem release 20190618)
Isotope Atom Count 0 Computed by PubChem
Defined Atom Stereocenter Count 0 Computed by PubChem
Undefined Atom Stereocenter Count 0 Computed by PubChem
Defined Bond Stereocenter Count 0 Computed by PubChem
Undefined Bond Stereocenter Count 0 Computed by PubChem
Covalently-Bonded Unit Count 1 Computed by PubChem
Compound Is Canonicalized Yes Computed by PubChem (release 20190104)
PubChem
32 Experimental Properties
321 Physical Description
Acetanilide is a white to gray solid (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
Solid
Human Metabolome Database (HMDB)
322 ColorForm
ORTHORHOMBIC PLATES OR SCALES FROM WATERBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
WHITE SHINING CRYSTALLINE SCALESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
White shining crystalline leaflets or white crystalline powderLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Colorless glossy crystalline materialGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
323 Odor
ODORLESSLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
324 Taste
SLIGHTLY BURNINGBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
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Hazardous Substances Data Bank (HSDB)
325 Boiling Point
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
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985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
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httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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httpspubchemncbinlmnihgovcompoundAcetanilide 1946
7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
579 degF at 760 mm Hg (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3040 degC
EPA DSSTox
304 degC 760 MM HGLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
326 Melting Point
2377 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1143 degC
EPA DSSTox Hazardous Substances Data Bank (HSDB)
327 Flash Point
345 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
337 degF 169 degC (OPEN CUP)Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
328 Solubility
less than 1 mgmL at 72deg F (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
005 MYALKOWSKYSH amp DANNENFELSERRM (1992)
EPA DSSTox
1 G SOL IN 185 ML WATER 34 ML ALC 20 ML BOILING WATER 3 ML METHANOL 4 ML ACETONE 06 ML BOILING ALCOHOL IN 37 ML CHLOROFORM 5 ML GLYCEROL 8 ML DIOXANE 47 MLBENZENE 18 ML ETHER VERY SPARINGLY SOL IN PETROLEUM ETHER CHLORAL HYDRATE INCREASES SOLUBILITY IN WATER
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
SOL IN TOLUENE VERY SOL IN HOT TOLUENE IN CARBON TETRACHLORIDEWeast RC (ed) Handbook of Chemistry and Physics 60th ed Boca Raton Florida CRC Press Inc 1979 p C-85
Hazardous Substances Data Bank (HSDB)
Water solubility= 693X10+3 mgl at 25 degCYalkowsky SH Dannenfelser RM The Aquasol Database of Aqueous Solubility Fifth ed Tucson AZ Univ AZ College of Pharmacy PC Ver (1992)
Hazardous Substances Data Bank (HSDB)
Slightly soluble in water very soluble in ethanol and acetone soluble in ethyl etherLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
639 mgmL at 25 degC
Human Metabolome Database (HMDB)
gt203 [ugmL]
Sanford-Burnham Center for Chemical Genomics
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329 Density
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
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985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
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httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
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6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
1219 at 59 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
12190 15 degCLide DR (ed) CRC Handbook of Chemistry and Physics 76th ed Boca Raton FL CRC Press Inc 1995-1996 p 3-5
Hazardous Substances Data Bank (HSDB)
3210 Vapor Density
465 (NTP 1992) (Relative to Air)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
465Fire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3211 Vapor Pressure
1 mm Hg at 237 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
200e-04 mmHg
EPA DSSTox
122X10-3 mm Hg at 25 degCPerry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
3212 LogP
116 (LogP)HANSCHC ET AL (1995)
EPA DSSTox
Log Kow= 116Hansch C Leo A D Hoekman Exploring QSAR - Hydrophobic Electronic and Steric Constants Washington DC American Chemical Society 1995 p 42
Hazardous Substances Data Bank (HSDB)
116HANSCHC ET AL (1995)
Human Metabolome Database (HMDB)
3213 StabilityShelf Life
REARRANGES UNDER INFLUENCE OF UV LIGHT ACETYL GROUP FORMS NEW BOND ON RING IN ORTHO OR PARA POSITIONKearney PC and D D Kaufman (eds) Herbicides Chemistry Degredation and Mode of Action Volumes 1 and 2 2nd ed New York Marcel Dekker Inc 1975 p 863
Hazardous Substances Data Bank (HSDB)
APPRECIABLY VOLATILE 95 degCThe Merck Index 9th ed Rahway New Jersey Merck amp Co Inc 1976 p 6
Hazardous Substances Data Bank (HSDB)
STABLE IN AIRHawley GG The Condensed Chemical Dictionary 9th ed New York Van Nostrand Reinhold Co 1977 p 4
Hazardous Substances Data Bank (HSDB)
3214 Autoignition Temperature
1004 degF (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 846
985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 1646
5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 2046
8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 2146
9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
985 + or - 10 degFFire Protection Guide to Hazardous Materials 12 ed Quincy MA National Fire Protection Association 1997 p 325-10
Hazardous Substances Data Bank (HSDB)
3215 Decomposition
SEE ANILINE WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMESSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3216 Refractive Index
INDEX OF REFRACTION 1515 (ALPHA) 1620 (BETA) GREATER THAN 1733 (GAMMA) PKA 1Sunshine I (ed) CRC Handbook of Analytical Toxicology Cleveland The Chemical Rubber Co 1969 p 292
Hazardous Substances Data Bank (HSDB)
3217 Dissociation Constants
KB 1X10-13 AT 28 degCBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
pKa = 050 at 25 degC (conjugate acid)Perrin DD Dissociation constants of organic bases in aqueous solution IUPAC Chem Data Ser Buttersworth London (1965)
Hazardous Substances Data Bank (HSDB)
3218 Collision Cross Section
12417 Aringsup2 [M-H] [CCS Type DT Method single field calibrated with Agilent tune mix (Agilent)]httpspubsacsorgdoiabs101021acsanalchem6b03091
CCSbase
125 Aringsup2 [M+H] [CCS Type TW Method calibrated with polyalanine and drug standards]httpspubsacsorgdoiabs101021acsanalchem7b01709
CCSbase
3219 Kovats Retention Index
Standard non-polar 1362 1362 1358
Semi-standard non-polar 13659
NIST Mass Spectrometry Data Center
3220 Other Experimental Properties
IT FORMS EUTECTIC MIXTURE WITH PHENOL RESORCINOL amp THYMOLOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
VAPOR PRESSURE 1 MM HG 1140 degCSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 332
Hazardous Substances Data Bank (HSDB)
33 SpringerMaterials Properties
13C nuclear magnetic resonance spectrum15N nuclear magnetic resonance spectrumSchoenflies notationAngular frequencyBoiling pointChemical shiftCrystal structureDensityDiamagnetic susceptibilityExternal quantum efficiencyFormula unitFusion temperatureHeat of sublimation
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
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httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 1646
5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
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httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 2146
9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1646
5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1746
NCBI
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 1846
6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
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14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
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SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Submitter Megan Showalter University of California Davis
MassBank of North America (MoNA)
424 Other MS
Other MS MASS 304 (National Bureau of Standards EPA-NIH Mass Spectra Data Base NSRDS-NBS-63)
Hazardous Substances Data Bank (HSDB)
43 UV Spectra
UV 599 (Sadtler Research Laboratories Spectral Collection)Weast RC and MJ Astle CRC Handbook of Data on Organic Compounds Volumes I and II Boca Raton FL CRC Press Inc 1985 p V2 79
Hazardous Substances Data Bank (HSDB)
44 IR SpectraIR Spectra IR 2230 (Sadtler Research Laboratories Prism Collection)
Hazardous Substances Data Bank (HSDB)
441 FTIR Spectra
Technique KBr WAFER
Source of Sample The Matheson Company Inc
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
Technique KBr WAFER
Source of Sample The Matheson Company Inc East Rutherford New Jersey
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
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SpectraBase
442 Vapor Phase IR Spectra
Instrument Name DIGILAB FTS-14
Technique Vapor Phase
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
Thumbnail
SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
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13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
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14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Copyright Copyright copy 1980 1981-2018 Bio-Rad Laboratories Inc All Rights Reserved
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SpectraBase
45 Other Spectra
Intense mass spectral peaks 93 mz 135 mzPfleger K H Maurer and A Weber Mass Spectral and GC Data of Drugs Poisons and their Metabolites Parts I and II Mass Spectra Indexes Weinheim Federal Republic of Germany 1985 p 174
Hazardous Substances Data Bank (HSDB)
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5 Related Records
51 Related Compounds with Annotation
PubChem
52 Related CompoundsSame Connectivity 22 Records
Same Parent Connectivity 96 Records
Same Parent Exact 75 Records
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
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54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Mixtures Components andNeutralized Forms 284 Records
Similar Compounds 1681 Records
Similar Conformers 16961 Records
PubChem
53 Substances
531 Related Substances
All 609 Records
Same 263 Records
Mixture 346 Records
PubChem
532 Substances by Category
PubChem
54 Entrez CrosslinksPubMed 302 Records
OMIM 1 Record
PubChem
55 NCBI LinkOut
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NCBI
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6 Chemical Vendors
PubChem
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7 Drug and Medication Information
71 Therapeutic Uses
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
IT IS PARTICULARLY EFFECTIVE AS AN ANALGESIC IN PAIN OF THE NEURALGIC TYPEOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET) ANALGESIC ANTIPYRETIC AGENTBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
72 Drug Warnings
ACETANILID IS ESPECIALLY DANGEROUS IN ANEMIA AFTER HEMORRHAGE AND DURING MENSTRUATIONThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ITS USE AS AN ANALGESIC IS CONDEMNED BECAUSE SAFER amp EQUALLY EFFECTIVE DRUGS ARE AVAILABLEAmerican Medical Association Council on Drugs AMA Drug Evaluations 2nd ed Acton Mass Publishing Sciences Group Inc 1973 p 262
Hazardous Substances Data Bank (HSDB)
NECROSIS OF RENAL PAPILLAE amp TERMINAL TUBULES HAS BEEN ASSOCIATED WITH EXCESSIVE DOSES OF DRUG MIXTURES CONTAINING ACETOPHENETIDIN WITHACETANILIDThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 81
Hazardous Substances Data Bank (HSDB)
ACETANILIDPRODUCES HEMOLYTIC ANEMIA IN INDIVIDUALS WITH GENETIC DEFICIENCY OF ERYTHROCYTIC GLUCOSE-6-PHOSPHATE DEHYDROGENASE DARK SKINNED RACES HAVE HIGHERINCIDENCE THAN LIGHT SKINNED BUT DISEASE HAS NOT BEEN NOTED IN NORTH AMERICAN INDIANS OR ESKIMOS
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 232
Hazardous Substances Data Bank (HSDB)
For more Drug Warnings (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
73 Reported Fatal Dose
BETWEEN 4 amp 5 4= VERY TOXIC PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MGKG BETWEEN 1 TEASPOONFUL amp 1 OZ FOR A 70 KG PERSON (150 LB) 5= EXTREMELY TOXIC PROBABLEORAL LETHAL DOSE (HUMAN) 5-50 MGKG BETWEEN 7 DROPS amp 1 TEASPOONFUL FOR 70 KG PERSON (150 LB)
Gosselin RE HC Hodge RP Smith and MN Gleason Clinical Toxicology of Commercial Products 4th ed Baltimore Williams and Wilkins 1976 p II-139
Hazardous Substances Data Bank (HSDB)
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8 Food Additives and Ingredients
81 Associated Foods
Bison
Wild boar
Buffalo
Chicken
Mule deer
Mallard duck
Elk
Emu
Greylag goose
Guinea hen
Horse
Ostrich
Velvet duck
Pheasant
European rabbit
Sheep (Mutton Lamb)
Squab
Turkey
Cattle (Beef Veal)
Deer
Rabbit
Domestic goat
Beefalo
Domestic pig
Quail
Anatidae
Mountain hare
Rock ptarmigan
Columbidae (Dove Pigeon)
FooDB
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9 Pharmacology and Biochemistry
91 Absorption Distribution and Excretion
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
IT IS READILY EXCRETED IN THE URINE AS SULFATE OR GLUCURONATE CONJUGATE OF THE PHENOL N-ACETYL-P-AMINOPHENOLPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
36 OF ACETANILIDE DISSOLVED IN 01 N HCL (PKA 03) WAS ABSORBED FROM RAT STOMACH IN ONE HOUR FROM TABLELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 27
Hazardous Substances Data Bank (HSDB)
GREATER THAN 999 OF ACETANILIDE REMAINS UN-IONIZED BODY PH FACILITATING ABSORPTION FROM BLOOD TO CEREBROSPINAL FLUID THE BLOOD-CEREBROSPINAL FLUIDPERMEABILITY COEFFICIENT IS 0039MIN FROM TABLE
LaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 82
Hazardous Substances Data Bank (HSDB)
ACETANILID IS READILY ABSORBED FROM GASTROINTESTINAL TRACTThienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
For more Absorption Distribution and Excretion (Complete) data for ACETANILIDE (14 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
92 MetabolismMetabolites
RESEARCHERS FOUND THAT STARVATION DECREASED RATE OF METABOLISM OFACETANILIDE STARVATION REDUCED OXIDATIVE PATHWAYS OF MALE RATSLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 529
Hazardous Substances Data Bank (HSDB)
STRAIN DIFFERENCES WITHIN THE SAME SPECIES WERENOTED IN ACETANILIDEMETABOLISMLaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES FROM RABBITS WITH OBSTRUCTIVE JAUNDICE SHOW IMPAIRED METABOLISM OF ACETANILIDELaDu BN HG Mandel and EL Way Fundamentals of Drug Metabolism and Disposition Baltimore Williams and Wilkins 1971 p 530
Hazardous Substances Data Bank (HSDB)
2 NEW URINARY METABOLITES OF ACETANILIDE IN RATS THAT HAVE BEEN IDENTIFIED AS N-ACETYL-S-(5-ACETAMIDO-2-HYDROXYPHENYL)CYSTEINE amp N-ACETYL-S-(3-ACETAMIDOPHENYL)CYSTEINE MAY HAVE BEEN FORMED VIA AN INTERMEDIATE EPOXIDE
The Chemical Society Foreign Compound Metabolism in Mammals Volume 4 A Review of the Literature Published during 1974 and 1975 London The Chemical Society 1977 p 182
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL P-ACETAMIDOPHENOL amp ANILINE IN RABBIT DALY J JERINA D amp WITKOP B ARCHS BIOCHEM BIOPHYS 128 517 (1968) YIELDS O-ACETAMIDOPHENOL IN RATDALY J amp JERINA D ARCHS BIOCHEM BIOPHYS 134 266 (1969) YIELDS P-ACETAMIDOPHENOL IN MAN HAMMAR CH amp PRELLWITZ W KLIN WSCHR 44 1010 (1966) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS O-ACETAMIDOPHENOL amp P-ACETAMIDOPHENOL IN CAT amp DOG POSNER HS MITOMA C amp UDENFRIEND S ARCHS BIOCHEM BIOPHYS 94 269 (1961) YIELDS P-ACETAMIDOPHENOL INRAT GUINEA PIG MOUSE DALY J JERINA D FARNSWORTH J amp GUROFF G ARCHS BIOCHEM BIOPHYS 131 238 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS P-ACETAMIDOPHENOL IN PIG HEINZE E HLAVICA P KIESE M amp LIPOWSKY G BIOCHEM PHARMAC 19 641 (1970) YIELDS ANILINE IN RAT GUINEA PIG CAT DOG HORSE MOUSE BRAYHG JAMES SP THORPE WV amp WASDELL MR BIOCHEM J 47 483 (1950) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
YIELDS ANILINE IN CHICK NIMMO-SMITH RH BIOCHEM J 75 284 (1960) YIELDS ANILINE IN PIG FRANZ W amp KRISCH K BIOCHEM BIOPHYS RES COMMUN 23 816 (1966) YIELDS GLYCOLLANILIDEIN RABBIT KIESE M amp LENK W BIOCHEM PHARMAC 18 1325 (1969) FROM TABLE
Goodwin BL Handbook of Intermediary Metabolism of Aromatic Compounds New York Wiley 1976 p A-12
Hazardous Substances Data Bank (HSDB)
MYOGLOBIN AND HEMOGLOBIN ENHANCED RAT LIVER MICROSOMAL P-HYDROXYLATION OF ACETANILIDEJONEN HG ET AL XENOBIOTICA 6(5) 307 (1976)
Hazardous Substances Data Bank (HSDB)
INTESTINAL MICROFLORA CONTRIBUTE TO METABOLISM OF ACETANILIDE BY DEGRADING N-ACETYL-P-AMINOPHENYL GLUCURONIDE
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SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
SMITH GE GRIFFITHS LA EXPERIENTIA 32(12) 1556 (1976)
Hazardous Substances Data Bank (HSDB)
HEPATIC MICROSOMES OR RECONSTITUTED CYTOCHROME MONOXYGENASE SYSTEMS FROM RATS CONVERTED RADIOACTIVE ACETANILIDE TO RING-HYDROXYLATED PRODUCTS PRIMARILY 4-HYDROXYACETANILIDE
SELANDER HG ET AL ARCH BIOCHEM BIOPHYS 164(1) 241 (1974)
Hazardous Substances Data Bank (HSDB)
OXIDN OF 500 MG ORAL ACETANILID BY AROMATIC HYDROXYLATION IN 8 HEALTHY ADULT MALES (AGE 22-42) WITH GENETIC DEFECT DESCRIBED CONCLUDED THAT GENETIC DEFECT DOES NOTOCCUR FOR HYDROXYLATION amp THE REACTION IS CONTROLLED BY DIFFERENT GENE COMPLEX
WAKILE LA ET AL J PHARM PHARMACOL 31(MAY) 350 (1979)
Hazardous Substances Data Bank (HSDB)
EFFECT OF AGE ON ACTIVITY OF LIVER MICROSOMAL ENZYMES INVESTIGATED BY MEASURING HEPATIC OXIDATION AND PLASMA CONCN OF METABOLITES OF ACETANILID IN 15 YOUNG PEOPLE(MEAN AGE 23 YR) AS COMPARED WITH 15 ELDERLY PT (MEAN AGE 81 YR) NO CHANGE IN BIOTRANSFORMATION NOTED
PLAYFER JR ET AL BR J CLIN PHARMACOL 6(DEC) 529 (1978)
Hazardous Substances Data Bank (HSDB)
WHEN CYTOCHROME P-450 IS ISOLATED FROM LIVER MICROSOMES OF ADULT MALE RABBITS TREATED WITH TCDD THEN RECONSTITUTED WITH HIGHLY PURIFIED NADPH-CYTOCHROME P-450REDUCTASE IT CATALYZES HYDROXYLATION OF ACETANILIDE
JOHNSON EF MULLER-EBERHARD U BIOCHEM BIOPHYS RES COMMUN 76(3) 652 (1977)
Hazardous Substances Data Bank (HSDB)
3-[(5-ACETA MIDO-2-HYDROXYPHENYL)THIO]-N-ACETYLALANINE amp 3-[(5-ACETAMIDOPHE NYL)THIO]-N-ACETYLALANINE WERE URINARY METABOLITES OF 3H-LABELED ACETANILIDE IN RATSTHEY ACCOUNTED FOR 7-10 AND 1-3 OF URINARY RADIOACTIVITY RESPECTIVELY MODE OF FORMATION MAY INVOLVE INT EPOXIDE
GRANTHAM PH ET AL XENOBIOTICA 4(2) 69 (1974)
Hazardous Substances Data Bank (HSDB)
THE DRUG METABOLIZING ACTIVITY AND DRUG AND STEROID BINDING BY CYTOCHROME P-450 WAS STUDIED IN HUMAN TERM PLACENTAL MICROSOMES THE MICROSOMES DID NOTMETABOLIZE ACETANILIDE
BERGHEIM P ET AL BIOCHEM PHARMACOL 22(13) 1633 (1973)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS AFTER SINGLE IP DOSE (200 MGKG) 1-5 DAYS OF CONTINUOUS FEEDING 08 OF DIET amp WEEKLY INTERVALS DURING 4 WK OF SUCH FEEDING4-HYDROXYACETANILIDE MAJOR METABOLITE FOUND FREE amp ALSO CONJUGATED WITH GLUCURONIC amp SULFURIC ACIDS
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1972)
Hazardous Substances Data Bank (HSDB)
METAB OF (3)H-ACETANILIDE STUDIED IN RATS 4-HYDROXYACETANILIDE GLUCURONIDE INCR FROM 46 (SINGLE IP DOSE 200 MGKG) amp 60 (1 DAY FEEDING 08 OF DIET) TO 16 OF DOSE 1 WK (08 OF DIET) 4-HYDROXYACETANILIDE SULFATE DECR FROM 70 OF DOSE 24 HR TO 43 AFTER 1 WK
GRANTHAM PH ET AL XENOBIOTICA 2(6) 551 (1973)
Hazardous Substances Data Bank (HSDB)
TIME COURSE OF OXIDATIVE METAB OF PENTOBARBITAL amp ACETANILIDE BY RAT LIVER MICROSOMES IN VITRO WAS LINEAR FOR RELATIVELY SHORT PERIODS OF TIME amp ACCOMPANIED BY HIGHRATE OF NADPH-DEPENDENT LIPID PEROXIDATION amp BREAKDOWN OF HEME OF CYTOCHROME P-450
JACOBSON MM ET AL DRUG METAB DISPOS 1(6) 766 (1973)
Hazardous Substances Data Bank (HSDB)
In an in vitro study hepatic microsomes prepared from male Sprague-Dawley rats were incubated with tritium (3)H labeled aniline or acetanilide Microsomal metabolism of radiolabeled anilineproduced p-aminophenol with a low retention of (3)H 1124 Radioactive acetanilide was converted to p-hydroxyacetanilide with a substantially greater retention of (3)H 489 Male Sprague-Dawley rats were injected ip with 15 milimoleskg (3)H labeled aniline or acetanilide 24 Hr urine samples were collected and analyzed for metabolites Following dosing with radiolabelled aniline p-aminophenol and p-hydroxyacetanilide were excreted in the urine with (3)H retentions of 15 and 38 respectively Similar results were obtained with acetanilide Pretreatment with 100 mgkg bis-(p-nitrophenyl)phosphate an inhibitor of amide deacetylation followed by 15 millimolekg (3)H labeled acetanilide was carried out Effects on blood aniline concn were determined 0 to 11 hrafter acetanilide Bis-(p-nitrophenyl)phosphate greatly reduced the formation of aniline in the blood from acetanilide In urine p-hydroxyacetanilide was recovered with a 53 retention f (3)H
Grossman SJ Jollow DJ Drug Metab Dispos 14 (6) 689-91 (11986)
Hazardous Substances Data Bank (HSDB)
Acetanilide has known human metabolites that include N-Hydroxy-N-phenylacetamide and acetaminophenS73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI105281zenodo4056560
NORMAN Suspect List Exchange
93 Biological Half-Life
T2 OF ACETANILID MEASURED IN POPULATIONS OF YOUNG (AGED 20-35 YR) amp ELDERLY (AGED OVER 65 YR) PEOPLE (TOTAL= 93) T2 WERE SIGNIFICANTLY LONGER IN THE ELDERLYFARAH F ET AL HEPATIC DRUG ACETYLATION AND OXIDATION EFFECTS OF AGING IN MAN BR MED J 2(JUL 16) 155 (1977)
Hazardous Substances Data Bank (HSDB)
94 Human Metabolite Information
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941 Cellular Locations
Membrane
Human Metabolome Database (HMDB)
95 Biochemical Reactions
PubChem
96 Transformations
NORMAN Suspect List Exchange
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10 Use and Manufacturing
101 Use Classification
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
3122020 Acetanilida | C8H9NO - PubChem
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
3122020 Acetanilida | C8H9NO - PubChem
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3146
Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Pharmaceuticals -gt Animal Drugs -gt Approved in TaiwanS72 | NTUPHTW | Pharmaceutically Active Substances from National Taiwan University | DOI105281zenodo3955664
NORMAN Suspect List Exchange
Cosmetics -gt StabilizingS13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI105281zenodo2624118
NORMAN Suspect List Exchange
102 Uses
EPA CPDat Chemical and Product Categories
EPA Chemical and Products Database (CPDat)
MFR OF MEDICINALS DYES STABILIZER FOR HYDROGEN PEROXIDE AS ADDN TO CELLULOSE ESTER VARNISHESBudavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
RUBBER ACCELERATORPatty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
MFR OF INTERMEDIATES IN SYNTHETIC CAMPHOR PRECURSOR IN PENICILLIN MFRLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Intermediate for sulfa drugs hydrogen peroxide stabilizer azo dye manufactureKirk-Othmer Encyclopedia of Chemical Technology 4th ed Volumes 1 New York NY John Wiley and Sons 1991-Present p V2 439
Hazardous Substances Data Bank (HSDB)
Mfr of intermediates (p-nitroaniline p-nitroacetanilide p-phenylenediamine) synthetic camphor pharmaceutical chemicals dyestuffs precursor in penicillin mfr medicine (antiseptic) acetanisoleLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
Hazardous Substances Data Bank (HSDB)
Used as a chemical intermediate for the synthesis of 4-acetamidobenzenesulphonyl chloride p-bromoaniline p-nitroacetanilideAshford RD Ashfords Dictionary of Industrial Chemicals London England Wavelength Publications Ltd 1994 p 11
Hazardous Substances Data Bank (HSDB)
Plasticizer intermediate for synthesis of sulfonamidesGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
MEDICATION (VET)
Hazardous Substances Data Bank (HSDB)
MEDICATION
Hazardous Substances Data Bank (HSDB)
103 Methods of Manufacturing
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USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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httpspubchemncbinlmnihgovcompoundAcetanilide 3146
Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
USUALLY PREPARED FROM ANILINE amp ACETIC ACIDS AI VOGEL PRACTICAL ORGANIC CHEMISTRY (LONDON 3RD ED 1959) PAGE 577 FROM ANILINE amp ACETYL CHLORIDE GATTERMANN-WIELAND PRAXIS DES ORGANISCHEN CHEMIKERS (BERLIN 40TH ED 1961) PAGE 114
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
FROM ANILINE ACETONE amp KETENE HURD ORG SYN COLL VOL I (NEW YORK 2ND ED 1941) PAGE 332Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 9
Hazardous Substances Data Bank (HSDB)
Heating aniline with acetic anhydrideGerhartz W (exec ed) Ullmanns Encyclopedia of Industrial Chemistry 5th edVol A1 Deerfield Beach FL VCH Publishers 1985 to Present p VA2 310
Hazardous Substances Data Bank (HSDB)
104 FormulationsPreparations
GRADES TECHNICAL CPLewis RJ Sr (Ed) Hawleys Condensed Chemical Dictionary 12th ed New York NY Van Nostrand Rheinhold Co 1993 p 6
INCOMPATIBILITIES FERRIC SALTS (RED COLOR OR PRECIPITATE)Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
INCOMPATIBILITIES ETHYL NITRATE AMYL NITRITE ACID SOLN OF NITRILES ALKALIES (ANILINE LIBERATED) ALKALI BROMIDE amp IODIDES IN AQ SOLN (INSOL COMPD FORMED) CHLORALHYDRATE PHENOL RESORCINOL THYMOL (THESE PRODUCE LIQ OR SOFT MASS ON TRITURATION)
Budavari S (ed) The Merck Index - An Encyclopedia of Chemicals Drugs and Biologicals Whitehouse Station NJ Merck and Co Inc 1996 p 10
Hazardous Substances Data Bank (HSDB)
ACETANILID IS PARENT MEMBER OF SO-CALLED COAL TAR ANALGESICS PHENACETIN amp ITSMETABOLITE ACETAMINOPHEN IT WAS INTRODUCED INTO MEDICINE IN 1886 UNDER NAME OFANTIFEBRINAFTER DISCOVERY OF ITS ANTIPYRETIC ACTION PROVED TO BE EXCESSIVELY TOXIC ampREPORTS OF POISONINGPROMPTED SEARCH FOR LESS TOXIC COMPD
Hardman JG LE Limbird PB Molinoff RW Ruddon AG Goodman (eds) Goodman and Gilmans The Pharmacological Basis of Therapeutics 9th ed New York NY McGraw-Hill 1996 p 631
Hazardous Substances Data Bank (HSDB)
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11 Identification
111 Analytic Laboratory Methods
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
EXAMPLES ARE GIVEN OF SEPARATION OF COMBINATIONS OF ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHYHARZER K BARCHET R SEPARATION AND DETECTION OF SOME COMMON ANALGESICS BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY DTSCH APOTH-ZTG 116(34) 1229 (1976)
Hazardous Substances Data Bank (HSDB)
METHOD OF DETERMINATION OF ACETANILIDE IN MIXED PHARMACEUTICAL PREPNINOUE T ET AL COLORIMETRIC DETERMINATION OF ACETANILIDE WITH BETA-DIETHYLAMINOETHYL-ALPHA-NAPHTHYLAMINE OXALATE J HYG CHEM 16(1) 19 (1970)
Hazardous Substances Data Bank (HSDB)
AOAC Method Numbers 91602 - 91607 Acetanilidin DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 555
Hazardous Substances Data Bank (HSDB)
Microchemical Tests AOAC Method Number 96221 Barbituates in DrugsAssociation of Official Analytical Chemists Official Methods of Analysis 15th ed and Supplements Washington DC Association of Analytical Chemists 1990 p 536
Hazardous Substances Data Bank (HSDB)
112 Clinical Laboratory Methods
ACETANILIDE DETERMINED IN BLOOD BY GC LOWER LIMIT OF DETECTION WAS 60 NG IN 100 MU LCOOPER MJ ANDERS MW GAS CHROMATOGRAPHIC MICRODETERMINATION OF ACETANILIDE IN BLOOD J CHROMATOGR 104(1) 215 (1975)
Hazardous Substances Data Bank (HSDB)
A GS-MS METHOD FOR ANALYSIS OF ACETANILIDE IN PLASMA OR URINE USING D-LABELED ANALOGS IS DESCRIBEDBATY JD ET AL A METHOD FOR THE ESTIMATION OF ACETANILIDE PARACETAMOL AND PHENACETIN IN PLASMA AND URINE USING MASS FRAGMENTOGRAPHY BIOMED MASS SPECTROM 3(2) 60 (1976)
Hazardous Substances Data Bank (HSDB)
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12 Safety and Hazards
121 Hazards Identification
1211 GHS Classification
Showing 1 of 3 View More
Pictogram(s)
Signal Warning
GHS Hazard Statements
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Aggregated GHS information provided by 1684 companies from 10 notifications to the ECHA CampL Inventory
Reported as not meeting GHS hazard criteria by 2 of 1684 companies For more detailed information please visit ECHA CampL website
Of the 9 notification(s) provided by 1682 of 1684 companies with hazard statement code(s)
H302 (100) Harmful if swallowed [Warning Acute toxicity oral]
Information may vary between notifications depending on impurities additives and other factors The percentage value in parenthesis indicates the notified classification ratio fromcompanies that provide hazard codes Only hazard codes with percentage values above 10 are shown
Precautionary StatementCodes
P264 P270 P301+P312 P330 and P501
(The corresponding statement to each P-code can be found at the GHS Classification page)
European Chemicals Agency (ECHA)
1212 Hazard Classes and Categories
Showing 2 of 3 View More
Acute Tox 4 (100)
European Chemicals Agency (ECHA)
Acute Tox 4 (100)
Skin Irrit 2 (100)
Eye Irrit 2 (100)
STOT SE 3 (100)
European Chemicals Agency (ECHA)
1213 NFPA Hazard Classification
NFPA 704 Diamond
NFPA Health Rating 3 - Materials that under emergency conditions can cause serious or permanent injury
NFPA Fire Rating 1 - Materials that must be preheated before ignition can occur Materials require considerable preheating under all ambient temperature conditions before ignition and combustion canoccur
NFPA Instability Rating 0 - Materials that in themselves are normally stable even under fire conditions
Hazardous Substances Data Bank (HSDB)
1214 Health Hazards
SYMPTOMS Symptoms of exposure to this compound may include contact dermatitis and eczematous skin eruptions anemia and cyanosis ACUTECHRONIC HAZARDS This compound is an irritantIt emits toxic fumes when heated to decomposition (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1215 Fire Hazards
This chemical is combustible (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
122 First Aid Measures
1221 First Aid
EYES First check the victim for contact lenses and remove if present Flush victims eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poisoncontrol center Do not put any ointments oils or medication in the victims eyes without specific instructions from a physician IMMEDIATELY transport the victim after flushing eyes to a hospital evenif no symptoms (such as redness or irritation) develop SKIN IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing Gently wash all affected skin areas
Irritant
13 0
3-1-0
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thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
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6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
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13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
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14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
thoroughly with soap and water If symptoms such as redness or irritation develop IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment INHALATIONIMMEDIATELY leave the contaminated area take deep breaths of fresh air If symptoms (such as wheezing coughing shortness of breath or burning in the mouth throat or chest) develop call aphysician and be prepared to transport the victim to a hospital Provide proper respiratory protection to rescuers entering an unknown atmosphere Whenever possible Self-Contained BreathingApparatus (SCBA) should be used if not available use a level of protection greater than or equal to that advised under Protective Clothing INGESTION DO NOT INDUCE VOMITING If the victim isconscious and not convulsing give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center Be prepared to transport the victim to a hospital if advisedby a physician If the victim is convulsing or unconscious do not give anything by mouth ensure that the victims airway is open and lay the victim on hisher side with the head lower than the bodyDO NOT INDUCE VOMITING IMMEDIATELY transport the victim to a hospital (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
123 Fire Fighting
Fires involving this compound can be controlled with a dry chemical carbon dioxide or Halon extinguisher (NTP 1992)National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
124 Accidental Release Measures
1241 Disposal Methods
SRP At the time of review criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision Prior to implementing land disposal of waste residue (includingwaste sludge) consult with environmental regulatory agencies for guidance on acceptable disposal practices
Hazardous Substances Data Bank (HSDB)
Incineration Incineration at 1000 degC followed by treatment of the off-gas has been recommended Landfill burial has also been suggested But in light of the generation of more toxic persistentproducts this mode of disposal does not seem desirable
United Nations Treatment and Disposal Methods for Waste Chemicals (IRPTC File) Data Profile Series No 5 Geneva Switzerland United Nations Environmental Programme Dec 1985 p 68
Hazardous Substances Data Bank (HSDB)
125 Handling and Storage
1251 Nonfire Spill Response
SMALL SPILLS AND LEAKAGE Should a spill occur while you are handling this chemical FIRST REMOVE ALL SOURCES OF IGNITION then you should dampen the solid spill material with 60-70ethanol and transfer the dampened material to a suitable container Use absorbent paper dampened with 60-70 ethanol to pick up any remaining material Seal the absorbent paper and any ofyour clothes which may be contaminated in a vapor-tight plastic bag for eventual disposal Solvent wash all contaminated surfaces with 60-70 ethanol followed by washing with a soap and watersolution Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned STORAGE PRECAUTIONS You should keepthis material in a tightly-closed container under an inert atmosphere and store it at refrigerated temperatures (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
126 Exposure Control and Personal Protection
1261 Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR Where the neat test chemical is weighed and diluted wear a NIOSH-approved half face respirator equipped with an organic vaporacid gas cartridge (specific fororganic vapors HCl acid gas and SO2) with a dustmist filter (NTP 1992)
National Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
127 Stability and Reactivity
1271 Air and Water Reactions
This compound is sensitive to prolonged exposure to air (NTP 1992) Water insolubleNational Toxicology Program Institute of Environmental Health Sciences National Institutes of Health (NTP) 1992 National Toxicology Program Chemical Repository Database Research Triangle Park North Carolina
CAMEO Chemicals
1272 Reactive Group
Amides and Imides
Amines Aromatic
CAMEO Chemicals
1273 Reactivity Profile
ACETANILIDE is an amide Flammable gases are formed by the reaction of organic amides with strong reducing agents Amides are very weak bases (weaker than water) Imides are less basic yet andin fact react with strong bases to form salts That is they can react as acids Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile The combustion ofthese compounds generates mixed oxides of nitrogen (NOx)
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CAMEO Chemicals
1274 Hazardous Reactivities and Incompatibilities
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
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Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
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httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
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EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
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20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
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14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
SEE ANILINECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALSSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
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13 Toxicity
131 Toxicological Information
1311 NIOSH Toxicity Data
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3146
Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
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The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
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(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
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httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
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httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
The National Institute for Occupational Safety and Health (NIOSH)
1312 Acute Effects
ChemIDplus
1313 Interactions
THIRTY-MOLAR EXCESS OF ACETANILIDE REDUCED CARCINOGENICITY OF N-2-FLUORENYLACETAMIDE ON LIVER amp SEVERAL OTHER TARGET ORGANS IN SEVERAL SPECIESDoull J CD Klaassen and M D Amdur (eds) Casarett and Doulls Toxicology 2nd ed New York Macmillan Publishing Co 1980 p 117
Hazardous Substances Data Bank (HSDB)
ACETANILID WILLPOTENTIATE ANALGESIC EFFECTS OF OPIATESOsol A and JE Hoover et al (eds) Remingtons Pharmaceutical Sciences 15th ed Easton Pennsylvania Mack Publishing Co 1975 p 1053
Hazardous Substances Data Bank (HSDB)
ENHANCING EFFECT OF METAPYRONE UPON THE P-HYDROXYLATION OF ACETANILIDE HAS BEEN CONFIRMEDLEIBMAN KC ORTIZ E DRUG METAB DISPOS 3(6) 507 (1975)
Hazardous Substances Data Bank (HSDB)
ACUTE EFFECT OF ORAL ADMIN OF BENZENE ON LIVER MICROSOMAL DRUG ENZYMES AND LIPID PEROXIDATION WAS INVESTIGATED IN RATS INCR IN HYDROXYLATION OF ACETANILIDE WASOBSERVED
MUNGIKAR AM PAWAR SS INDIAN J EXP BIOL 13(5) 439 (1975)
Hazardous Substances Data Bank (HSDB)
For more Interactions (Complete) data for ACETANILIDE (11 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1314 Human Toxicity Excerpts
IT IS WELL KNOWN TO PRODUCE CYANOSIS IN SOME HUMANS WHEN TAKEN REPEATEDLY POSSIBLY DUE TO FORMATION OF SULFHEMOGLOBIN LARGE DOSES IN ACUTE POISONING PRODUCEMETHEMOGLOBIN
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3146
Hazardous Substances Data Bank (HSDB)
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3246
The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3346
(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
COAL TAR ANALGETICS INCL ACETANILID ARE DEPRESSANTS OF CNS SYMPTOMS OF NAUSEA amp VOMITING VERTIGO amp RINGING IN EARSOCCUR WITH LARGE DOSES OR IN SENSITIVEINDIVIDUALS WITH THERAPEUTIC DOSES SWEATING MAY BE PROFUSE LARGE DOSES LEAD TO MENTAL CONFUSION MUSCULAR INCOORDINATION amp COMA
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 80
Hazardous Substances Data Bank (HSDB)
CIRCULATORY COLLAPSE WITH COLD EXTREMITIES PALENESSFEEBLE RAPID PULSE amp DYSPNEA amp COMA WITH FIXED SEMI-DILATED PUPILS IS CHARACTERISTIC FINDING IN ACUTE ACETANILIDPOISONING
Thienes C and TJ Haley Clinical Toxicology 5th ed Philadelphia Lea and Febiger 1972 p 238
Hazardous Substances Data Bank (HSDB)
IT MAYCAUSE CONTACT DERMATITIS amp INHALATION OR INGESTION MAY CAUSE AN ECZEMATOUS ERUPTION OF THE SKINSax NI Dangerous Properties of Industrial Materials 5th ed New York Van Nostrand Rheinhold 1979 p 333
Hazardous Substances Data Bank (HSDB)
For more Human Toxicity Excerpts (Complete) data for ACETANILIDE (9 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
1315 Non-Human Toxicity Excerpts
ACUTE TOXICITYIS VERY LOW--RATS amp MONKEYS TOLERATING DOSES OF 200-400 MGKG ORALLY PER DAY FOR MANY WEEKS WITH VERY LARGE DOSESMETHEMOGLOBIN amp SOMEHYPERPLASIA OF BONE MARROW CAN BE PRODUCED
Patty F (ed) Industrial Hygiene and Toxicology Volume II Toxicology 2nd ed New York Interscience Publishers 1963 p 1835
Hazardous Substances Data Bank (HSDB)
IN MOUSE RAT GUINEA PIG AND RABBIT LIVER MICROSOMES GLUTATHIONE DEPLETION WAS NOT OBSERVED WITH ACETANILIDEAIKAWA K ET AL GLUTATHIONE DEPLETION BY ANILINE ANALOGS IN VITRO ASSOCIATED WITH LIVER MICROSOMAL CYTOCHROME P-450 JPN J PHARMACOL 28(5) 699 (1978)
Hazardous Substances Data Bank (HSDB)
At a single dose of 200 mgkg by gavage acetanilide oxidized hemoglobin to methemoglobin in dogs From tableClayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
If a value of 100 is assigned to the sensitivity of the cat with respect to methemoglobin formation then the sensitivities of other species are as follows for acetanilide man 56 dog 29 rat 5 rabbit0 and monkey 0
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2416
Hazardous Substances Data Bank (HSDB)
For more Non-Human Toxicity Excerpts (Complete) data for ACETANILIDE (6 total) please visit the HSDB record page
Hazardous Substances Data Bank (HSDB)
132 Ecological Information
1321 Environmental FateExposure Summary
Acetanilide may be released into the environment in various waste streams from its production and use as an intermediate in drug and dye production as a stabilizer in hydrogen peroxide andcellulose esters as a plasticizer and as a rubber accelerator If released to the atmosphere acetanilide is expected to exist solely as a vapor in the ambient atmosphere based on an extrapolated vaporpressure of 12X10-3 mm Hg at 25 degC Vapor-phase acetanilide is expected to degrade rapidly by reaction with photochemically-produced hydroxyl radicals (estimated half-life of 13 days) If releasedto the soil acetanilide is expected to exhibit very high mobility based on a measured Koc of 27 Acetanilide is not expected to volatilize from either wet or dry soil based on an estimated Henrys Lawconstant of 62X10-9 atm-cu mmol and an extrapolated vapor pressure of 12X10-3 mm Hg respectively If released into water biodegradation of acetanilide is expected to be an important removalprocess An estimated BCF of 45 suggests that bioconcentration of acetanilide in aquatic organisms is low Hydrolysis adsorption to soil and sediment and volatilization are not expected to beenvironmentally important removal processes in aquatic systems Occupational exposure to acetanilide is expected to occur primarily through dermal contact with this compound in workplaceswhere it is produced and used The general population may be exposed to acetanilide through ingestion of contaminated drinking water (SRC)
Hazardous Substances Data Bank (HSDB)
1322 Artificial Pollution Sources
Acetanilides production and use as an intermediate in drug and dye manufacture(1) a stabilizer for hydrogen peroxide(1) and cellulose esters(2) a plasticizer(2) and a rubber accelerator(3) mayresult in its release to the environment through various waste streams(SRC) Acetanilide has been found to be a thermal decomposition product of epoxy powder paint(4)
(1) Billig E Kirk-Othmer Encycl Chem Technol 4th ed NY NY John Wiley and Sons Vol 2 439 (1992) (2) Lawrence FR et al Ullmanns Encycl Indust Chem A2 310 (1985) (3) Sax NI Dangerous Properties of Industrial Materials 5thed NYNY Van Nostrand Reinhold (1979) (4) Peltonen K J Anal Appl Pyrolysis 10 51-7 (1986)
Hazardous Substances Data Bank (HSDB)
1323 Environmental Fate
TERRESTRIAL FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC) indicates that acetanilide will have very high mobility in soil(SRC) Volatilization ofacetanilide from moist soil surfaces is not expected to be important(SRC) given an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(3)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3246
The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3346
(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
The potential for volatilization of acetanilide from dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(4SRC) Limited data suggest that acetanilide mayundergo microbial degradation in soil
(1) Swann RL et al Res Rev 85 23 (1983) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (4) Perry RH Green D Perrys Chemical Handbook 6th ed NYNY McGraw Hill p 3-50 (1984)
Hazardous Substances Data Bank (HSDB)
AQUATIC FATE Based on a recommended classification scheme(1) a measured Koc value of 27(2SRC)indicates that acetanilide is not expected to adsorb to suspended solids and sediment inwater(SRC) Acetanilide is not expected to volatilize from water surfaces(1SRC) based on an estimated Henrys Law constant of 62X10-9 atm-cu mmole(SRC) developed using a fragment constantestimation method(3) According to a classification scheme(5) an estimated BCF value of 45(1SRC) from an experimental log Kow(4SRC) suggests that bioconcentration in aquatic organisms islow(SRC) Acetanilide should biodegrade rapidly in aquatic systems Hydrolysis of acetanilide is not expected to be an environmentally important removal process in aquatic systems(SRC)
(1) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 4-9 5-4 5-10 15-1 to 15-29 (1990) (2) Briggs GG J Agric Food Chem 29 1050-9 (1981) (3) Meylan WM Howard PHEnviron Toxicol Chem 10 1283-93 (1991) (4) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Professional Reference Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (5)Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
ATMOSPHERIC FATE According to a model of gasparticle partitioning of semivolatile organic compounds in the atmosphere(1) acetanilide which has an extrapolated vapor pressure of 12X10-3mm Hg at 25 degC(2SRC) will exist solely as a vapor in the ambient atmosphere Vapor-phase acetanilide is degraded in the atmosphere by reaction with photochemically-produced hydroxylradicals(SRC) the half-life for this reaction in air is estimated to be about 13 days(3SRC)
(1) Bidleman TF Environ Sci Technol 22 361-367 (1988) (2) Perry RH Green D Perrys Chemical Handbook 6th ed NY NY McGraw Hill p 3-50 (1984) (3) Meylan WM Howard PH Chemosphere 26 2293-99 (1993)
Hazardous Substances Data Bank (HSDB)
1324 Environmental Biodegradation
Several tests indicate that acetanilide biodegrades rapidly under aerobic conditions(1-3) One screening test based on COD measurements using an activated sludge seed and an initial chemicalconcentration of 200 ppm reported a 94 COD removal after 5 days(1) A screening test using an acclimated riverwater seed based on BOD measurements reported an 80 BODT after 8 days(2) Agrab sample test from the Nile River using an initial chemical concentration of 6-7 ppm reported 100 degradation after 43 days incubation(3)
(1) Pitter P Water Res 10 231-5 (1976) (2) Mills EJ Stack VT Jr Eng Bull of Purdue U Ext Ser Purdue U Lafayette IN 9 449-64 (1955) (3) El-Dib MA Aly OA Water Res 101055-9 (1976)
Hazardous Substances Data Bank (HSDB)
1325 Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of acetanilide with photochemically-produced hydroxyl radicals has been estimated as 12X10-11 cu cmmolecule-sec at 25 degC(SRC) using a structureestimation method(1SRC) This corresponds to an atmospheric half-life of about 13 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1SRC) The rate constant for theaqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 52X10+9 Lmol-sec at pH 9(2) This corresponds to as aqueous half-life of approximately 154days at an aqueous hydroxyl radical concentration of 10X10-17 moll(2) Acetanilide is not expected to undergo hydrolysis or direct photolysis in the environment due to the lack of functional groupsto hydrolyze or absorb UV light
(1) Meylan WM Howard PH Chemosphere 26 2293-99 (1993) (2) Buxton GV et al J Phys Chem Ref Data 17 513-882 (1988)
Hazardous Substances Data Bank (HSDB)
1326 Environmental Bioconcentration
An estimated BCF value of 45 was calculated for acetanilide(SRC) using an experimental log Kow of 116(1SRC) and a recommended regression-derived equation(2) According to a classificationscheme(3) this BCF value suggests that bioconcentration in aquatic organisms is low(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 5-4 5-10 (1990) (3) Franke C et al Chemosphere 29 1501-14 (1994)
Hazardous Substances Data Bank (HSDB)
1327 Soil AdsorptionMobility
Soil Adsorption Coefficient
2692 Lkg
EPA DSSTox
The Koc of acetanilide is estimated as approximately 38(SRC) using an experimental log Kow of 116(1SRC) and a regression-derived equation(2SRC) A Koc of 27 was experimentally determined foracetanilide using silt loam and sandy loam with organic matter ranging from 109-592 (Kom was converted to Koc by multiplying by 1724) and pH ranging from 59-75(4) According to arecommended classification scheme(3) the estimated and measured Koc values suggest that acetanilide has very high mobility in soil(SRC)
(1) Hansch C et al Exploring QSAR Hydrophobic Electronic and Steric Constants ACS Profess Ref Book Heller SR consult ed Washington DC Amer Chem Soc p 42 (1995) (2) Lyman WJ et al Handbook of Chemical PropertyEstimation Methods Washington DC Amer Chem Soc pp 4-9 (1990) (3) Swann RL et al Res Rev 85 23 (1983) (4) Briggs GG J Agric Food Chem 29 1050-9 (1981)
Hazardous Substances Data Bank (HSDB)
1328 Volatilization from WaterSoil
The Henrys Law constant for acetanilide is estimated as 62X10-9 atm-cu mmole(SRC) using a fragment constant estimation method(1) This value indicates that acetanilide will be essentiallynonvolatile from water surfaces(2SRC) Acetanilides Henrys Law constant(1SRC) indicates that volatilization from moist soil surfaces may not occur(SRC) The potential for volatilization of acetanilidefrom dry soil surfaces may not exist(SRC) based on the extrapolated vapor pressure of 12X10-3 mm Hg(3SRC)
(1) Meylan WM Howard PH Environ Toxicol Chem 10 1283-93 (1991) (2) Lyman WJ et al Handbook of Chemical Property Estimation Methods Washington DC Amer Chem Soc pp 15-1 to 15-29 (1990) (3) Perry RH Green DPerrys Chemical Handbook 6th ed NY NY McGraw Hill (1984)
Hazardous Substances Data Bank (HSDB)
1329 Environmental Water Concentrations
DRINKING WATER Acetanilide was quantitatively detected in drinking water in Cincinnati OH on Jan 14 1980(1)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3346
(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
(1) Lucas SV GCMS Anal of Org in Drinking Water Concentrates and Advanced Treatment Concentrates Vol 1 USEPA-6001-84-020A (NTIS PB85-128239) p 321 (1984)
Hazardous Substances Data Bank (HSDB)
13210 Effluent Concentrations
Acetanilide was detected in one wastewater sample from an undisclosed specialty chemicals manufacturing plant at a level of 02 ppm between Nov 6 1975 and Sept 6 1976(1)(1) Jungclaus GA et al Environ Sci Technol 12 88-96 (1978)
Hazardous Substances Data Bank (HSDB)
13211 Probable Routes of Human Exposure
REACTION OF WORKERS WHO FILL BAGS OF ACETANILIDE AFTER DUTY HR MOSTCOMPLAINED OF CHEST PAIN GIDDINESS EPIGASTRIC PAIN amp HIGHLY COLORED URINE OCCASIONALLYTHERE WAS TINGE OF CYANOSIS HEMOGLOBIN VALUESWERE BETWEEN 70 amp 85
Clayton G D and F E Clayton (eds) Pattys Industrial Hygiene and Toxicology Volume 2A 2B 2C Toxicology 3rd ed New York John Wiley Sons 1981-1982 p 2433
Hazardous Substances Data Bank (HSDB)
SYMPTOMS OF OCCUPATIONALLY CAUSED ACETANILIDE POISONING ARE PRESENTED WITH PARTICULAR EMPHASIS ON CYANOSIS GIDDINESS amp DELAYED ABSORPTION TREATMENT ANDPREVENTATIVE MEASURES ARE ALSO DESCRIBED
CUTHBERT J PRACTITIONER 207(1242) 807 (1971)
Hazardous Substances Data Bank (HSDB)
NIOSH (NOES Survey 1981-1983) has statistically estimated that 9000 workers (6100 of these are female) are potentially exposed to acetanilide in the US(1) Limited monitoring data indicate thatnon-occupational exposure can occur from the ingestion of contaminated drinking water The most probable human exposure would be occupational exposure which may occur through dermalcontact at workplaces where acetanilide is produced or used(SRC)
(1) NIOSH National Occupational Exposure Survey (NOES) (1983)
Hazardous Substances Data Bank (HSDB)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3446
14 Associated Disorders and Diseases
Comparative Toxicogenomics Database (CTD)
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3546
15 Literature
151 NLM Curated PubMed Citations
PubChem
152 Springer Nature References
Springer Nature
153 Thieme References
Thieme Chemistry
154 Wiley References
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3646
Wiley
155 Depositor Provided PubMed Citations
PubChem
156 Metabolite References
Human Metabolome Database (HMDB)
157 General References
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml
Nguyen et al Engaging unactivated alkyl alkenyl and aryl iodides in visible light-mediated free radical reactions Nature Chemistry doi 101038nchem1452 published online 24 September2012 httpwwwnaturecomnchem
Nature Chemistry
Liu et al From alkylarenes to anilines via site-directed carbon-carbon amination Nature Chemistry doi 101038s41557-018-0156-y published online 29 October 2018
Nature Chemistry
158 Chemical Co-Occurrences in Literature
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 3746
PubChem
159 Chemical-Gene Co-Occurrences in Literature
PubChem
1510 Chemical-Disease Co-Occurrences in Literature
UN Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
1918 EPA CPDat Classification
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4346
EPA Chemical and Products Database (CPDat)
1919 NORMAN Suspect List Exchange Classification
NORMAN Suspect List Exchange
19110 CCSBase Classification
CCSBase
3122020 Acetanilida | C8H9NO - PubChem
httpspubchemncbinlmnihgovcompoundAcetanilide 4446
20 Information Sources
FILTER BY SOURCE
1 CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals However some of the chemical data itself is subject to the copyrightrestrictions of the companies or organizations that provided the datahttpscameochemicalsnoaagovhelpreferenceterms_and_conditionshtmd_f=false
6 European Chemicals Agency (ECHA)LICENSEUse of the information documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice and subject to other binding limitations provided for under applicable law the information documents and data madeavailable on the ECHA website may be reproduced distributed andor used totally or in part for non-commercial purposes provided that ECHA is acknowledged as the source Source European Chemicals Agency httpechaeuropaeu Suchacknowledgement must be included in each copy of the material ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions Links can only be made to webpages thatprovide a link to the Legal Notice pagehttpsechaeuropaeuwebguestlegal-notice
7 Hazardous Substances Data Bank (HSDB)ACETANILIDEhttpspubchemncbinlmnihgovsourcehsdb2665
8 Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB)and the original publication (see the HMDB citing page) We ask that users who download significant portions of the database cite the HMDB paper in any resulting publicationshttpwwwhmdbcaciting
9 The National Institute for Occupational Safety and Health (NIOSH)LICENSEThe information provided using CDC Web site is only intended to be general summary information to the public It is not intended to take the place of either the written law or regulationshttpswwwcdcgovOtherdisclaimerhtml
13 Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes Any reproduction or use for commercial purpose is prohibited without the prior express written permission of the MDI Biological Laboratory and NC State Universityhttpctdbaseorgaboutlegaljsp
httpctdbaseorgdetailgotype=chemampacc=C508827
14 Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads sectionhttpwwwdgidborgdownloads
httpswwwdgidborgdrugsACETANILIDE
15 EPA Chemical and Products Database (CPDat)LICENSEhttpswwwepagovprivacyprivacy-act-laws-policies-and-resources
17 FDASPL Indexing DataLICENSEUnless otherwise noted the contents of the FDA website (wwwfdagov) both text and graphics are not copyrighted They are in the public domain and may be republished reprinted and otherwise used freely by anyone without the need to obtainpermission from FDA Credit to the US Food and Drug Administration as the source is appreciated but not requiredhttpswwwfdagovabout-fdaabout-websitewebsite-policieslinking
18 FooDBLICENSEFooDB is offered to the public as a freely available resource Use and re-distribution of the data in whole or in part for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB)and the original publicationhttpsfoodbcaabout
N-AcetylarylaminehttpsfoodbcacompoundsFDB022512
19 NORMAN Suspect List ExchangeacetanilideNORMAN Suspect List Exchange Classificationhttpswwwnorman-networkcomndsSLE
27 The Cambridge Structural DatabasehttpswwwccdccamacukstructuresSearchCcdcid=614360httpswwwccdccamacukstructuresSearchCcdcid=785065httpswwwccdccamacukstructuresSearchCcdcid=907077
28 Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 40 license unless otherwise statedhttpscreativecommonsorglicensesby-nc-nd40
33 KEGGAditivos farmaceacuteuticos en Japoacutenhttpwwwgenomejpkegg-binget_htextbr08316keg
34 Sistema Globalmente Armonizado de Clasificacioacuten y Etiquetado de Productos Quiacutemicos (GHS) de las Naciones UnidasAacuterbol de clasificacioacuten GHShttpwwwuneceorgtransdangerpublighsghs_welcome_ehtml