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Anti-Infective Agents

Editor-in-Chief

ISSN (Print): 2211-3525
ISSN (Online): 2211-3533

Molecular Properties Prediction and Synthesis of Novel Pyrazoline Carboxamide Analogs as Antitubercular Agents

Author(s): Mohamed Jawed Ahsan, Jeyabalan Govinda Samy, Habibullah Khalilullah, Choudhary R. Kirit and Savita Soni

Volume 10, Issue 2, 2012

Page: [117 - 123] Pages: 7

DOI: 10.2174/2211362611208020117

Price: $65

Abstract

In the present investigation, a series of 3-substituted-N-aryl-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2- c]pyrazole-2-carboxamide analogs were synthesized based on the structure of known antitubercular drug thiacetazone and were evaluated for antitubercular activity by two fold serial dilution technique. A computational study was carried out for prediction of pharmacokinetic properties and none of the compounds violated Lipinski “Rule of Five”. The structures of the synthesized compounds were confirmed on the basis of their spectral data and elemental analysis. All the newly synthesized compounds showed low to good activity inhibitory activities against Mycobacterium tuberculosis H37Rv (MTB) and isoniazid resistant M. tuberculosis (INHR-MTB). 3-(4-fluoromethyl)-N-(2-chlorophenyl)-6,7-dimethoxy-3a,4- dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide (4c) was found to be the most promising compound active against M. tuberculosis H37Rv and isoniazid resistant M. tuberculosis (INHR-MTB) with minimum inhibitory concentration 0.83 and 3.35 μM respectively.

Keywords: Pyrazolines, claisen schmidt condensation, antitubercular agents, molecular properties prediction, lipophilicity; lipinski “rule of five”


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