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  • Discovery of novel antitubercular 3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide/carbothioamide analogues.

Discovery of novel antitubercular 3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide/carbothioamide analogues.

Bioorganic & medicinal chemistry letters (2011-08-03)
Mohamed Jawed Ahsan, Jeyabalan Govinda Samy, Savita Soni, Naresh Jain, Lalit Kumar, Lalit K Sharma, Hemant Yadav, Lokesh Saini, Rajput Gopal Kalyansing, Narendra S Devenda, Ravindra Prasad, Chandra Bhushan Jain
ABSTRACT

In the present investigation, a series of 3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide/carbothioamide analogues were synthesized and were evaluated for antitubercular activity by two fold serial dilution technique. All the newly synthesized compounds showed low to high inhibitory activities against Mycobacterium tuberculosis H(37)Rv and INH resistant M. tuberculosis. The compound 3-(4-fluorophenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carbothioamide (4o) was found to be the most promising compound active against M. tuberculosis H(37)Rv and isoniazid resistant M. tuberculosis with minimum inhibitory concentration 3.12 μM and 6.25 μM, respectively.

MATERIALS
Product Number
Brand
Product Description

Supelco
Isoniazid, analytical standard, ≥99% (TLC)
Sigma-Aldrich
Rifampicin, ≥95% (HPLC), powder or crystals
Sigma-Aldrich
Rifampicin, suitable for plant cell culture, BioReagent, ≥95% (HPLC), powder or crystals