Synthesis and Antibacterial Activities of 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole Derivatives

Chem. J. Chinese Universities ›› 2011, Vol. 32 ›› Issue (12): 2806.

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Synthesis and Antibacterial Activities of 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole Derivatives

ZHAO Qian, LU Jun-Rui*, XIN Chun-Wei, BAO Xiu-Rong, GAO Hai-Yan, ZHAO Xu, LI Sha, RUI Tian-Tian

School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China

Received:2011-01-13 Revised:2011-03-16 Online:2011-12-10 Published:2011-11-25
Contact: LU Jun-Rui E-mail:lujunrui@tjut.edu.cn
Supported by:
国家自然科学基金(批准号: 20776114, 20976135)和天津市高校科技发展基金(批准号: 2006ZD33)资助.

Abstract

Abstract: In order to search for novel and high active fungicides with triazole moiety, a series of novel 1-(4-substituted phenyl)-4-phenyl-5-substituted-1,2,3-triazole derivatives was designed and synthesized by means of combining segments o-hydroxy phenyl and 1,2,3-triazole. Firstly, 1-(4-substitutedphenyl)-4-phenyl-5-(2-iminomethyl phenol)-1,2,3-triazole derivatives(3a—3e) were designed and synthesized through diazotization, azidozation, ring-closure reaction and condensation, and then were reduced by sodium borohydride to synthesize 1-(4-substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole(4a—4e). The structures of final products were determined by 1H NMR, elemental analysis and IR. The results of antibacterial activity showed that the title compounds except 3e and 4e had over 95% inhibitory rate against Monilia albican, and over 85% inhibitory rate against Escherichia coliis at a mass concentration of 0.1 mg/L. The results suggest that the title compounds might be potential candidates for antibacterial drugs.

Key words: 1-(4-Substituted phenyl)-4-phenyl-5-(2-iminomethyl phenol)-1,2,3-triazole, 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxybenzyl)amino-1,2,3-triazole, Antibacterial drug, Antibacterial activity

CLC Number:

O626.26

TrendMD:

ZHAO Qian, LU Jun-Rui*, XIN Chun-Wei, BAO Xiu-Rong, GAO Hai-Yan, ZHAO Xu, LI Sha, RUI Tian-Tian . Synthesis and Antibacterial Activities of 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole Derivatives[J]. Chem. J. Chinese Universities, 2011, 32(12): 2806.

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Synthesis and Antibacterial Activities of 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole Derivatives

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