Search for biologically active substances with antimicrobial and antifungal action in the series of 2.5-disubstituted 1,3,4-tiadiazole

Abstract

A range of derivatives of sulfonyl-substituted nitrogen-containing heterocyclic systems has been extended by synthesis of 2N (R)-5R1-1,3,4-thiadiazol-2-yl-arylsulfonamides and N-(diethylsulfamoyl)-N-(5-ethyl-1,3,4- thiadiazol-2-yl)benzamides. It was established that acylation of 5-ethylsulfanyl-1,3,4-thiadiazole-2-amine by heteryl-substituted acid chlorides allowed for obtaining not reported in the literature heterocyclic compounds, which structure contained two cycles of 1,3,4-thiadiazole. The structure and purity of the obtained compounds was confirmed by 1Н NMR-spectroscopy, elemental analysis, and thin-layer chromatography. Pharmacological studies on antimicrobial and antifungal activity have shown that all the compounds tested have sensitivity to both Gram-positive, and Gram-negative bacteria. In addition, the obtained substances have exhibited antifungal activity against Candida albicans. The studies have identified compound 4-butoxy-N-{5-[({[5- (ethylsulfanyl)-1,3,4-thiadiazol-2-yl] carbomoyl} methyl) sulfanyl] -1,3,4-thiadiazol-2-yl} benzamide with high antimicrobialactivity further studies of which are promising.