Synthesis and in vitro assay of 1-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl] derivatives as new antimicrobial agents

Abstract

A new series of 2,5-disubstituted-1,3,4-thiadiazole derivatives (1-8) was synthesized from the 5-(4-Chloro-phenyl)-[1,3,4]thiadiazol-2-ylamine. The reaction of the starting material with isocyanate and isothiocyanate derivatives afforded 1,3,4-thiadiazole containing urea and thiourea derivatives (1-3), respectively. Reaction of 1,3,4-thiadiazole with p-nitrobenzaldehyde produced new Schiff base 4. It cyclized thiazolidin-4-one (5) and azetidin-2-one (6) derivatives by the action of thioglycolic acid and chloroacetyl chloride. Compound 7 was synthesized by a reaction of 1,3,4-Thiadiazole with chloroacetyl chloride. Cyclization of compound 7 with ammonium thiocyanate produced compound 8. The Synthesized derivatives were characterized using spectral analysis. All the derivatives were In vitro screened against Escherichia coli, Klebsiella SPP (gram negative), Staphylococcus aureus, Streptococcus SPP (gram positive) and also Candida albicans and showed moderate to effective inhibition activity.