Studies on pyrazine derivatives. Part VIII. Synthesis and tuberculostatic activity of some 6-alkylthio- and 6-phenylthiopyrazine-2-carboxylic acids.
2-Cyano-6-alkylthio- and 6-phenylthiopyrazines were prepared from 2-cyano-6-chloropyrazine (CCP) in the reaction with mercaptans. By the transformation of the -CN group the corresponding amides, thioamides, amidoximes, acids, esters and hydroxamic acids and hydrazides were obtained. The oxidation of sulfur in the above mentioned compounds led to sulfoxy- and sulfonyl derivatives. In the screening for antituberculous activity compounds 30 and 42 showed the greatest activity (MIC = 31.2 microgram/cm3) against H37Rv strain and compund 8 so did against saprophytic ATCC 607 strain. The compounds with 6-benzylthio grouping were more active against ethionamide, isoniazide and capreomycine resistant strains.
D000995:Antitubercular Agents / Q000138:chemical synthesis*; D008826:Microbial Sensitivity Tests; D011719:Pyrazines / Q000138:chemical synthesis* / Q000494:pharmacology
D000995:Antitubercular Agents; D011719:Pyrazines