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

doi:10.6023/cjoc201705029

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (11): 3031-3036.DOI: 10.6023/cjoc201705029 Previous Articles Next Articles

Notes

5-氨基-4-甲基噻唑-2-甲酰芳胺类化合物的合成及其生物活性

曹蕾^a, 孙景伟^a, 刘强^a, 钱程^a, 杜彦林^a, 许望津^b, 陈开义^a

a 湖南师范大学石化新材料与资源精细利用国家地方联合工程实验室化学生物学及中药分析省部共建教育部重点实验室湖南师范大学有机功能分子组装与应用重点实验室长沙 410081;
b 三金集团湖南三金制药有限责任公司常德 415000

收稿日期:2017-05-19 修回日期:2017-07-03 发布日期:2017-08-09
通讯作者: 刘建兵 E-mail:1485192973@qq.com
基金资助:
湖南省自然科学基金（No.2016JJ5019）资助项目.

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

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

Received:2017-05-19 Revised:2017-07-03 Published:2017-08-09
Contact: 10.6023/cjoc201705029 E-mail:1485192973@qq.com
Supported by:
Project supported by the Hunan Provincial Natural Science Foundation (No. 2016JJ5019).

1. Synthesis and Biological Activity of 5-Amino-4-methyl-N-phenylthiazole-2-carboxamide.PDF(1792KB)

Abstract

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.

Key words: 5-aminothiazole, benzamide, synthesis, biological activity

Cite this article

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]. Chin. J. Org. Chem., 2017, 37(11): 3031-3036.

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5-氨基-4-甲基噻唑-2-甲酰芳胺类化合物的合成及其生物活性

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

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