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Molecules 2014, 19(2), 2199-2212; doi:10.3390/molecules19022199

Synthesis and Biological Properties of Novel Triazole-Thiol and Thiadiazole Derivatives of the 1,2,4-Triazole-3(5)-one Class

Department of Chemistry, Karadeniz Technical University, Trabzon 61080, Turkey
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Received: 28 November 2013 / Revised: 7 January 2014 / Accepted: 8 January 2014 / Published: 19 February 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

2,2'-(4,4'(Butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4- triazole-4,1-diyl)) diacetohydrazides 3a,b were obtained via the formation of diethyl 2,2'-(4,4'(butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-4,1- diyl))diacetates 2a,b, obtained starting from di-[3(methyl-2-yl-methyl)-4,5-dihydro-1H-[1,2,4]-triazole-5-one-4yl]-n-alkanes 1a,b in two steps. The synthesis of the compounds 7a,b9a,b incorporating the 1,3,4-thiadiazole, and 10a,b11a,b with a 1,2,4-triazole-thiol nucleus as the second heterocycle, was performed by the acidic or basic treatment of compounds 4a,b6a,b which were obtained from the reaction of 3a,b with several isothiocyanates. Newly synthesized compounds were screened for antimicrobial activities and their antioxidant properties by the 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging method. Compounds 4a,b, 5a,b, and 6a,b were found to possess good antioxidant properties. Almost all compounds have significant antimicrobial activities. View Full-Text
Keywords: 1,2,4-triazole-5-one; 1,2,4-triazole-thiol; 1,3,4-thiadiazole; antioxidant and antimicrobial activities 1,2,4-triazole-5-one; 1,2,4-triazole-thiol; 1,3,4-thiadiazole; antioxidant and antimicrobial activities
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Düğdü, E.; Ünver, Y.; Ünlüer, D.; Sancak, K. Synthesis and Biological Properties of Novel Triazole-Thiol and Thiadiazole Derivatives of the 1,2,4-Triazole-3(5)-one Class. Molecules 2014, 19, 2199-2212.

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