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Supporting information for New Tetrazoloquinolinyl Methoxy Phenyl 4- Thiazolidinones: Synthesis and Antihyperglycemic Evaluation Amarsinh R. Deshmukh 1 , Manisha R. Bhosle 1 , Lalit D. Khillare 1 , Sambhaji T. Dhumal 1 , Akansha Mishra 2 , Arvind K. Srivastava 2 , Ramrao A. Mane 1* 1 Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad (MS) 431004, India 2 Biochemistry Division, CSIR-Central Drug Research Institute, Lucknow-226031, India * Corresponding author E-mail: [email protected] This includes spectral characterization data of the intermediates and title compounds Tetrazolo[1,5-a]quinolin-4-ylmethyl methanesulfonate (4) 1 H NMR 1
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static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

Apr 02, 2018

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Page 1: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

Supporting information for

New Tetrazoloquinolinyl Methoxy Phenyl 4-Thiazolidinones: Synthesis and

Antihyperglycemic Evaluation

Amarsinh R. Deshmukh1, Manisha R. Bhosle1, Lalit D. Khillare1, Sambhaji T. Dhumal1, Akansha

Mishra2, Arvind K. Srivastava2, Ramrao A. Mane1*

1Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad (MS)

431004, India2Biochemistry Division, CSIR-Central Drug Research Institute, Lucknow-226031, India

*Corresponding author E-mail: [email protected]

This includes spectral characterization data of the intermediates and title compounds

Tetrazolo[1,5-a]quinolin-4-ylmethyl methanesulfonate (4)1H NMR

1

NN N

N

O SO

O

Page 2: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

4-(Tetrazolo[1,5-a]quinolin-4-ylmethoxy)benzaldehyde (5)1H NMR

13C-NMR

2

Page 3: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

HRMS

3

Page 4: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

3-Phenyl-2-(4-(tetrazolo[1,5-a]quinolin-4-ylmethoxy)phenyl)thiazolidin-4-one (8a)1H NMR

13C-NMR

4

Page 5: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

HRMS

3-(4-Chlorophenyl)-2-(4-(tetrazolo[1,5-a]quinolin-4-ylmethoxy)phenyl)thiazolidin-4-one (8b)1H NMR

13C-NMR

5

Page 6: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

13C-NMR (Expansion)

HRMS

6

Page 7: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

3-(4-Ethoxyphenyl)-2-(4-(tetrazolo[1,5-a]quinolin-4-ylmethoxy)phenyl)thiazolidin-4-one (8c)

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Page 8: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

1H NMR

13C-NMR

13C-NMR (Expansion)

8

Page 9: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

HRMS

2-(4-(Tetrazolo[1,5-a]quinolin-4-ylmethoxy)phenyl)-3-(p-tolyl)thiazolidin-4-one (8d)1H NMR

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Page 10: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

13C-NMR

13C-NMR (Expansion)

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Page 11: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

HRMS

3-(4-Methoxyphenyl)-2-(4-(tetrazolo[1,5-a]quinolin-4-ylmethoxy)phenyl)thiazolidin-4-one (8g)1H NMR

11

Page 12: static-content.springer.com10.1007... · Web viewSupporting information for New T etrazoloquinolinyl Methoxy P henyl 4-Thiazolidinones: Synthesis and Antihyperglycemic Evaluation

13C-NMR

HRMS

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