Synthesis, structure, physicochemical properties and antibacterial activity of 1,2,4-triazoles-3-thiols and furan derivatives

Abstract

New compounds, 5-R2-2- (furan-2-yl-,5-bromofuran-2-yl) thiazolo [3,2-b][1,2,4] triazole-4 (5H)-ones, have been synthesized with a high yield for the first time. Molecules of these compounds contain the residuals of 1,2,4-triazole-3-thiols and furan. The reaction of their reduction by an excess of sodium borohydride was investigated. The structure of the synthesized compounds was confirmed by NMR 1H spectroscopy, X-ray microanalysis and chromatography. The reduction of 5-R2-2-(furan-2-yl-,5-bromofuran-2-yl) thiazolo [3,2-b] [1,2,4] triazole-4 (5H)-ones in a methanol medium in the presence of a triple quantity of sodium borohydride occurs with the formation of corresponding 3-R2-2-((3-(furan-2-yl, 5-bromofuran-2-yl)-1,2,4-triazol-5-yl) thio)-prop-2-en-1-oles. The antibacterial activity of the synthesized compounds towards the cryogenic strains of Enterococus faecalis, Proteus mirabilis, Proteus vulgaris, Serratia marcense, Salmonella adobraco, Salmonella typhimurium, Staphylococcus epidermidis, Bacillus subtilis, Listeria ivanovi, Listeria 3nnocua Listeria monocytogenes, Campylobacter jejuni, Rhodococcus equi and Candida albicans was investigated. According to the obtained data, the investigated compounds can compete with kanamycin, a natural broad-spectrum antibiotic from the second generation of aminoglycosides, the action spectrum of which includes gram-positive and gram-negative microorganisms. The compounds involved may be recommended for further investigations concerning multi-resistant strains of microorganisms.