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Synthesis and Biological Activity of Novel 1‐Substituted Phenyl‐4‐[ N ‐[(2′‐morpholinothoxy)phenyl]aminomethyl]‐1 H ‐1,2,3‐Triazoles
Author(s) -
Mao MingZhen,
Li YuXin,
Zhou YunYun,
Chen Wei,
Liu TuanWei,
Yu ShuJing,
Wang SuHua,
Li ZhengMing
Publication year - 2011
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2011.01172.x
Subject(s) - alternaria solani , chemistry , gibberella zeae , cycloaddition , gibberella , fungicide , stereochemistry , alternaria , bioassay , isoxazole , aniline , organic chemistry , fusarium , catalysis , botany , biology , genetics
In an attempt to search for potent antifungal agents, a series of novel 1‐substituted phenyl‐4‐[ N ‐[(2′‐morpholinothoxy)phenyl]aminomethyl]‐1 H ‐1,2,3‐triazoles 5a–m was designed and synthesized via Huisgen cycloaddition reaction between various (2‐morpholinoethoxy)‐ N ‐(prop‐2‐ynyl)aniline and different azidobenzene. Their chemical structures were characterized by 1 H NMR and elemental analysis. A cleaner reaction with milder conditions and satisfactory yields was observed in the micorwave‐assisted synthesis of 4a–c. The fungicidal activity of some target compounds were evaluated in vitro against Fusarium omysporum, Physalospora piricola, Alternaria solani, Cercospora arachidicola and Gibberella zeae at 50 μg/mL. The bioassay results indicated that some compounds exhibited moderate fungicidal activities. Furthermore, compound 5h displayed equal activity to the positive control compounds against Alternaria solani.