Studies on substituted benzo[h]quinazolines, benzo[g]indazoles, pyrazoles, 2,6-diarylpyridines as anti-tubercular agents

Bioorganic & Medicinal Chemistry Letters,  Volume 23, Issue 21, 1 November 2013, Pages 5844–5849, Available online 5 September 2013
Hardesh K. Maurya, Ruby Verma, Saba Alam, Shweta Pandey, Vinay Pathak, Sandeep Sharma, Kishore K. Srivastava, Arvind S. Negi, Atul Gupta
http://dx.doi.org/10.1016/j.bmcl.2013.08.101
Abstract

Various substituted 5,6-dihydro-8-methoxybenzo[h]quinazolin-2-amine, 1-(3-(4-alkoxyphenyl)-7-methoxy-3,3a,4,5-tetrahydro-2H benzo[g]indazol-2-yl)ethanone, pyrazole and 2,6-diarylpyridine derivatives have been synthesized in good yields by an efficient methodology. The synthesized compounds (4-23) were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain. Compounds 6a,6c, 8a, 19a and 19e exhibited significant anti-tubercular activity at MIC values 50, 100, 50, 25 and 100 μM concentration. In vitro cytotoxicity data using THP-1 cells indicated that most active compound 19a is safe as its MIC value is much lower than the cytotoxic value.

A Regio Selective Synthesis of 2,6-Diarylpyridines

Hardesh K. Maurya,   Prema G Vasudev and   Atul Gupta

 RSC Adv., 2013,3, 12955-12962 

DOI:  http://dx.doi.org/10.1039/C3RA41575A
A regio selective synthesis of 2,6-diarylpyridines through base (sodium hydroxide in DMSO) catalyzed ring transformation of suitably functionalized 2H-pyran-2-ones with benzamide has been delineated. However, similar reaction of 2H-pyran-2-ones with benzamide using base sodium hydroxide in absolute ethanol have yielded highly congested delta keto esters with active methylene centre instead of 2,6-diarylpyridines.