A. Bogdanowicz, H. Foks, K. Gobis
Jul 24, 2012
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Journal
Heteroatom Chemistry
Abstract
The synthesis of N′-methyl-4-(pyrrolidin-1-yl)picolinohydrazide and N′-methyl-pyrimidine-2-carbohydrazide derivatives (5a and 5b) was carried out. These compounds were used as starting materials to obtain methyl N′-methylhydrazinecarbodithioates 6a and 6b, which, on reaction with either triethylamine or hydrazine, gave corresponding 1,3,4-oxadiazioles 7a and 7b or 1,2,4-triazoles 9a and 9b with the free NH2 group at the N-4 position, respectively. Compounds 8a–e, particularly containing cyclic amines at N-4 of the 1,2,4-triazole ring, were also obtained. Synthesized compounds were tested in vitro for their activity against Mycobacterium tuberculosis. The structure–activity relationship analysis for obtained compounds was done. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 23:223–230, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21008