synthesis, characterization and antifungal evaluation of 5-substituted-4-amino-1,2,4-triazole-3-thioesters合成、表征和抗真菌5-substituted-4-amino-1评价,2,4-triazole-3-thioesters.pdf

Molecules 2011, 16, 1297-1309; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters Aurangzeb Hasan *, Noel Francis Thomas and Shelly Gapil Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur-50603, Malaysia * Author to whom correspondence should be addressed: E-Mail: flavonoids@; Tel.: +603 7967 5165; Fax: +603 7967 4193. Received: 14 December 2010 / Accepted: 1 December 2010 / Published: 28 January 2011 Abstract: A series of 5-substituted-4-amino-1,2,4-triazole-3-thioesters was synthesized by converting variously substituted organic acids successively into the corresponding esters, hydrazides, 5-substituted-1,3,4-oxadiazole-2-thiols, 5-substituted-1,2,4-triazole-2-thiols and 5-substituted-1,3,4-oxadiazole-2-thioesters. Finally the target compounds were obtained by refluxing 5-substituted-1,3,4-oxadiazole-2-thioesters in the presence of hydrazine hydrate and absolute alcohol. The structures of the synthesized compounds were established by physicochemical and spectroscopic methods. The synthesized compounds were evaluated for their in vitro antifungal activity. Some of the evaluated compounds possessed significant antifungal activity as compared to a terbinafine standard. Keywords: triazolethioesters; oxadiazolethioesters; oxadiazoles;