Cargando…

Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters

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-...

Descripción completa

Detalles Bibliográficos
Autores principales: Hasan, Aurangzeb, Thomas, Noel Francis, Gapil, Shelly
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259915/
https://www.ncbi.nlm.nih.gov/pubmed/21278680
http://dx.doi.org/10.3390/molecules16021297
_version_ 1783374742801088512
author Hasan, Aurangzeb
Thomas, Noel Francis
Gapil, Shelly
author_facet Hasan, Aurangzeb
Thomas, Noel Francis
Gapil, Shelly
author_sort Hasan, Aurangzeb
collection PubMed
description 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.
format Online
Article
Text
id pubmed-6259915
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62599152018-12-20 Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters Hasan, Aurangzeb Thomas, Noel Francis Gapil, Shelly Molecules Article 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. MDPI 2011-01-28 /pmc/articles/PMC6259915/ /pubmed/21278680 http://dx.doi.org/10.3390/molecules16021297 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Hasan, Aurangzeb
Thomas, Noel Francis
Gapil, Shelly
Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title_full Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title_fullStr Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title_full_unstemmed Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title_short Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters
title_sort synthesis, characterization and antifungal evaluation of 5-substituted-4-amino-1,2,4-triazole-3-thioesters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259915/
https://www.ncbi.nlm.nih.gov/pubmed/21278680
http://dx.doi.org/10.3390/molecules16021297
work_keys_str_mv AT hasanaurangzeb synthesischaracterizationandantifungalevaluationof5substituted4amino124triazole3thioesters
AT thomasnoelfrancis synthesischaracterizationandantifungalevaluationof5substituted4amino124triazole3thioesters
AT gapilshelly synthesischaracterizationandantifungalevaluationof5substituted4amino124triazole3thioesters