Synthesis and Antiviral Activity of (E)-3-(4- or 6-Methylbenzo[d]thi- azol-2-yl-amino)-2-cyano-3-(methylthio)acrylate Derivatives

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (9): 1419-1424. Previous Articles Next Articles

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2-氰基-3-甲硫基-3-(4-甲基或6-甲基苯并[d]噻唑-2-氨基)丙烯酸酯类化合物的合成和抗病毒活性研究

章浩，李向阳，胡德禹，杨松*，范会涛，魏学，宋宝安*

(贵州大学精细化工研究开发中心绿色农药与农业生物工程国家重点实验室培育基地/教育部重点实验室贵阳 550025)

收稿日期:2010-10-01 修回日期:2011-03-18 发布日期:2011-04-14
通讯作者: 宋宝安 E-mail:gzgdjhzx@126.com;songbaoan22@yahoo.com;songbaoan1963@yahoo.com.cn

Synthesis and Antiviral Activity of (E)-3-(4- or 6-Methylbenzo[d]thi- azol-2-yl-amino)-2-cyano-3-(methylthio)acrylate Derivatives

ZHANG Hao, LI Xiang-Yang, HU De-Yu, YANG Song, FAN Hui-Tao, WEI Xue, SONG Bao-An

(State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025)

Received:2010-10-01 Revised:2011-03-18 Published:2011-04-14

Starting from ethyl cyanoacetate (cyanoacetic acid), fourteen title compounds were designed and synthesized by introducing the biologically active benzothiazolyl into the structure of cyanoacrylate. The structures of the new compounds synthesized were confirmed by ¹H NMR, ¹³C NMR, IR spectra and elemental analysis. The result of bioassay showed that some target compounds have moderate anti-TMV or anti-CMV activity. The compounds 3b, 3c and 3d had good antiviral activity against TMV and CMV with the inhibitory rate of 46.3%, 45.1% and 43.7% at the concentration of 0.5 mg/mL.

Key words: cyanoacrylate (cyanoacrylamide), benzothiazole moiety, synthesis, antiviral activity

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ZHANG Hao, LI Xiang-Yang, HU De-Yu, YANG Song, FAN Hui-Tao, WEI Xue, SONG Bao-An. Synthesis and Antiviral Activity of (E)-3-(4- or 6-Methylbenzo[d]thi- azol-2-yl-amino)-2-cyano-3-(methylthio)acrylate Derivatives[J]. Chin. J. Org. Chem., 2011, 31(9): 1419-1424.

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2-氰基-3-甲硫基-3-(4-甲基或6-甲基苯并[d]噻唑-2-氨基)丙烯酸酯类化合物的合成和抗病毒活性研究

Synthesis and Antiviral Activity of (E)-3-(4- or 6-Methylbenzo[d]thi- azol-2-yl-amino)-2-cyano-3-(methylthio)acrylate Derivatives

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