Synthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)-4-(4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-one

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dc.contributor.authorUnver, Yasemin
dc.contributor.authorDugdu, Esra
dc.contributor.authorSancak, Kemal
dc.contributor.authorEr, Mustafa
dc.contributor.authorUstabas, Resat
dc.date.accessioned2024-09-29T16:08:20Z
dc.date.available2024-09-29T16:08:20Z
dc.date.issued2010
dc.departmentKarabük Üniversitesien_US
dc.description.abstractA series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)-4,5-dihydro-1,2,4-triazol-1-yl) acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, H-1-NMR, and C-13-NMR spectral data. The structure of compound 5d was inferred through IR, H-1-, C-13-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antibacterial and antifungal properties. Among the chemicals tested, 6a and 6b exhibited the highest degree of antifungal activity.en_US
dc.description.sponsorshipKaradeniz Technical Universityen_US
dc.description.sponsorshipThis work was supported by the Research Fund of Karadeniz Technical University. The authors thank Dr. Sengul A. Karaoglu (Department of Chemistry, Rize University) for microbial studies.en_US
dc.identifier.doi10.3906/kim-0904-11
dc.identifier.endpage563en_US
dc.identifier.issn1300-0527
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-77956480885en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage551en_US
dc.identifier.urihttps://doi.org/10.3906/kim-0904-11
dc.identifier.urihttps://hdl.handle.net/20.500.14619/7499
dc.identifier.volume34en_US
dc.identifier.wosWOS:000280737000007en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTubitak Scientific & Technological Research Council Turkeyen_US
dc.relation.ispartofTurkish Journal of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectSynthesisen_US
dc.subject1,2,4-triazole-3-oneen_US
dc.subjectNaBH4en_US
dc.subjectLiAlH4en_US
dc.subjectantimicrobial activityen_US
dc.subjectX-rayen_US
dc.titleSynthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)-4-(4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-oneen_US
dc.typeArticleen_US

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