Synthesis and Antimicrobial and Pharmacological Properties of New Thiosemicarbazide and 1,2,4-Triazole Derivatives

Reaction of 4-phenyl-4H-1,2,4-triazole-3-thione with ethyl bromoacetate has led to the formation of ethyl [(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 1, the structure of which was confirmed by X-ray analysis. In the next reaction with 80% hydrazide hydrate, appropriate hydrazide 2 was obtained, which in reaction with isothiocyanates was converted to new acyl derivatives of thiosemicarbazides 3a-3h. The cyclization of these compounds in alkaline media has led to formation of new derivatives of 5-{[(4-phenyl-4H-1,2,4-triazole-3-yl)sulfanyl]methyl)-4H-1,2,4-triazole-3(2H)-thiones 4a-4g, 4j. The structure of the compounds was confirmed by elementary analysis and IR, H-1-NMR, C-13-NMR, and MS spectra. Compounds 3a-3h and 4a-4g were screened for their antimicrobial activities, and the influence of the compounds 4a, 4b, and 4e-4g on the central nervous system of mice in behavioral tests was examined.