Literature DB >> 15922844

Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]thio-4H-1,2,4-triazole derivatives.

Gülhan Turan-Zitouni1, Zafer Asim Kaplancikli, Mehmet Taha Yildiz, Pierre Chevallet, Demet Kaya.   

Abstract

The increasing clinical importance of drug-resistant fungal and bacterial pathogens has lent additional urgency to microbiological research and new antimicrobial compound development. For this purpose, new thiazole derivatives of triazoles were synthesized and evaluated for antifungal and antibacterial activity. The reaction of propionic acid hydrazides with various aryl/alkyl isothiocyanates gave thiosemicarbazides which furnished the mercaptotriazoles by alkali cyclization. The 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]thio-4H-1,2,4-triazole derivatives were synthesized by reacting the mercaptotriazoles with 2-chloro-N-(2-thiazolyl)acetamide. The chemical structures of the compounds were elucidated by IR, 1H-NMR, FAB+-MS spectral data. Their antimicrobial activities against Candida albicans (two strains), Candida glabrata, Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa were investigated. The results showed that some of the compounds have very strong antifungal activity.

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Year:  2005        PMID: 15922844     DOI: 10.1016/j.ejmech.2005.01.007

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  26 in total

1.  Rapid, Microwave Accelerated Synthesis of [1,2,4]Triazolo[3,4-b][1,3,4]oxadiazoles from 4-Acylamino-1,2,4-Triazoles.

Authors:  Stesphanie L Breunig; Margaret E Olson; Daniel A Harki
Journal:  Tetrahedron Lett       Date:  2016-07-29       Impact factor: 2.415

2.  4-[(E)-4-Bromo-benzyl-ideneamino]-3-[1-(4-isobutyl-phen-yl)eth-yl]-1H-1,2,4-triazole-5(4H)-thione.

Authors:  Hoong-Kun Fun; Samuel Robinson Jebas; K V Sujith; Balakrishna Kalluraya
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-20

3.  4-[(E)-2,6-Dichloro-benzyl-ideneamino]-3-{1-[4-(2-methyl-prop-yl)phen-yl]eth-yl}-1H-1,2,4-triazole-5(4H)-thione.

Authors:  Hoong-Kun Fun; Suchada Chantrapromma; K V Sujith; P S Patil; B Kalluraya; A Muralidharan; S M Dharmaprakash
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-07-16

4.  (E)-3-Methyl-4-[(2-oxidoquinolin-1-ium-3-yl)methyl-eneamino]-1H-1,2,4-triazole-5(4H)-thione N,N-dimethyl-formamide solvate.

Authors:  Jia Hao Goh; Hoong-Kun Fun; Adithya Adhikari; B Kalluraya
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-11-28

Review 5.  An Updated Review on the Synthesis and Antibacterial Activity of Molecular Hybrids and Conjugates Bearing Imidazole Moiety.

Authors:  Renzo Rossi; Maurizio Ciofalo
Journal:  Molecules       Date:  2020-11-04       Impact factor: 4.411

6.  Synthesis and evaluation of antitumor activities of novel chiral 1,2,4-triazole Schiff bases bearing γ-butenolide moiety.

Authors:  Xiang Li; Xue-Qiang Li; He-Mei Liu; Xue-Zhang Zhou; Zhi-Hui Shao
Journal:  Org Med Chem Lett       Date:  2012-07-03

7.  Microbiologically active Mannich bases derived from 1,2,4-triazoles. The effect of C-5 substituent on antibacterial activity.

Authors:  Tomasz Plech; Monika Wujec; Magdalena Majewska; Urszula Kosikowska; Anna Malm
Journal:  Med Chem Res       Date:  2012-09-29       Impact factor: 1.965

8.  Anti-inflammatory and antinociceptive evaluation of newly synthesized 4-(substituted ethanoyl) amino-3-mercapto-5-(4-methoxy) phenyl-1,2,4-triazoles.

Authors:  Neeraj Upmanyu; Jeetendra Kumar Gupta; Kamal Shah; Pradeep Mishra
Journal:  J Pharm Bioallied Sci       Date:  2011-04

Review 9.  Triazole analogues as potential pharmacological agents: a brief review.

Authors:  Sachin Kumar; Sukhbir Lal Khokra; Akash Yadav
Journal:  Futur J Pharm Sci       Date:  2021-05-25

10.  Synthesis and Evaluation of N-substituted Imidazole Derivatives for Antimicrobial Activity.

Authors:  Namita Gupta; D P Pathak
Journal:  Indian J Pharm Sci       Date:  2011-11       Impact factor: 0.975

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