Citation: Cao Lei, Sun Jingwei, Liu Qiang, Qian Cheng, Du Yanlin, Xu Wangjin, Chen Kaiyi, Liu Jianbing. Synthesis and Biological Activity of 5-Amino-4-methyl-N-phenylthiazole-2-carboxamide[J]. Chinese Journal of Organic Chemistry, ;2017, 37(11): 3031-3036. doi: 10.6023/cjoc201705029 shu

Synthesis and Biological Activity of 5-Amino-4-methyl-N-phenylthiazole-2-carboxamide

Cao Lei ^a ,
Sun Jingwei ^a ,
Liu Qiang ^a ,
Qian Cheng ^a ,
Du Yanlin ^a ,
Xu Wangjin ^b ,
Chen Kaiyi ^a ,
Liu Jianbing ^a,,

a.
National and Local Joint Engineering Laboratory for New Petro-Chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules, Hunan Normal University, Changsha 410081
b.
Sanjin Group Hunan Sanjin Pharmaceutical Co., Ltd, Changde 415000

Corresponding author: Liu Jianbing, 1485192973@qq.com
Received Date: 19 May 2017
Revised Date: 3 July 2017
Available Online: 9 November 2017
Fund Project: the Hunan Provincial Natural Science Foundation 2016JJ5019Project supported by the Hunan Provincial Natural Science Foundation (No. 2016JJ5019)

Figures(3)

Using seedvax as leading compound, seventeen new seedvax analogues N-substituted-4-methyl-5-aminothia-zole-2-benzamides were designed and synthesized. The structures of the target compounds were characterized by ¹H NMR, ¹³C NMR, HRMS and IR spectral analyses. The preliminary bioassay results of fungicidal activities (FA) in vitro showed that most of the target compounds displayed higher activities than seedvax. Among them, the FA against Alternaria solani of one compound is 2.6 times of seedvax, the FA of 6 compounds against cucumber Fusarium wilt are more than 2 times of that of seedvax; the FA of 16 compounds against Colletotrichun orbiculare and Fusarium fujikuroi were higher than that of positive control. Especially, the FA against Colletotrichun orbiculare of seven compounds are more than twice of seedvax.
- 5-aminothiazole,
- benzamide,
- synthesis,
- biological activity
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