Synthesis and Antimicrobial Evaluation of 1-{3-[(Furan-2-Ylmethyl)Sulfanyl] Propanoyl}-4-Substituted Thiosemicarbazides and their Products of Cyclization to 1,2,4-Triazole Ring

Abstract

By the reaction of 3-[(furan-2-ylmethyl)sulfanyl]propanoylhydrazide with various isothiocyanates, the corresponding 4-substituted 1-[(furan-2-ylmethyl)sulfanyl] propanoylthiosemicarbazide derivatives (2–5) were obtained. Thiosemicarbazide derivatives (2–5) by ring closure with 2% NaOH, provided 5-{2-[(furan-2-ylmethyl)sulfanyl]ethyl}-4-substituted-2,4-dihydro-3H-1,2,4-triazole-3-thiones (6–9). The new compounds were tested for their in vitro antimicrobial activity. Compounds 2, 3, and 6 had in vitro activity against Gram-positive reference strains of bacteria with MIC values: 250–500 μg/mL (for compound 2), 125–250 μg/mL (for compound 3), 500–1000 μg/mL (for compound 6). [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional tables.]