Synthesis and Biological Activities of 1,2,3-Thiadiazole Derivatives Containing 1,3,4-Thiadiazole Moiety

doi:10.6023/cjoc201306002

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (11): 2367-2375.DOI: 10.6023/cjoc201306002 Previous Articles Next Articles

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1,2,3-噻二唑联1,3,4-噻二唑衍生物的合成及生物活性研究

王守信^a,b, 左翔^b, 范志金^b, 张正财^b, 张聚方^b, 熊丽霞^b, 付一峰^b, 房震^b, 吴青君^c, 张友军^c

a 济宁医学院基础学院济宁 272067;
b 南开大学元素有机化学国家重点实验室天津 300071;
c 中国农业科学院蔬菜花卉研究所北京 100081

收稿日期:2013-06-03 修回日期:2013-07-11 发布日期:2013-07-19
通讯作者: 范志金 E-mail:fanzj@nankai.edu.cn
基金资助:
天津市自然科学基金（No. 10JCZDJC17500）、国家973项目（No. 2010CB126105）、国家“十二五”科技支撑计划（No. 2011BAE06B02）、天津市农业科技成果转化与推广（No. 201002250）、天津市科技支撑计划（No. 11ZCGYNC00100）资助项目.

Synthesis and Biological Activities of 1,2,3-Thiadiazole Derivatives Containing 1,3,4-Thiadiazole Moiety

Wang Shouxin^a,b, Zuo Xiang^b, Fan Zhijin^b, Zhang Zhengcai^b, Zhang Jufang^b, Xiong Lixia^b, Fu Yifeng^b, Fang Zhen^b, Wu Qingjun^c, Zhang Youjun^c

a School of Basic Sciences, Jining Medical University, Jining 272067;
b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071;
c Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Beijing 100081

Received:2013-06-03 Revised:2013-07-11 Published:2013-07-19
Supported by:
Project supported by the Natural Science Foundation of Tianjin City (No. 10JCZDJC17500), the National Key Project for Basic Research (No. 2010CB126105), the National Key Technology Research and Development Program (No. 2011BAE06B02), the Foundation of Achievements Transformation and Application of Tianjin Agricultural Science and Technology (No. 201002250), and the Tianjin Key Technology Research and Development Program (No. 11ZCGYNC00100).

To find novel pesticide lead compounds with highly active bioactivity, 32 novel 1, 2, 3-thiadiazole derivatives con-taining 1, 3, 4-thiadiazole ring were designed and synthesized according to the principle of combination of bioactive substructures. All structures were confirmed by ¹H NMR, IR and HRMS. The fungicidal and insecticidal activities of these compounds were also evaluated. The bioassay results showed that some target compounds had good fungicidal activity and excellent insecticidal activities. Among them, compounds 5-3，5-20 and 5-31 showed similar insecticidal activity against Plutella xylostella L. as compared with positive control chlorfluazuron at the same condition, compounds 5-6，5-7，5-10，5-14 and 5-17 presented 100% insecticidal activity against Culex pipiens pallen at the concentration of 5 μg/mL.

Key words: 1,2,3-thiadiazole, 1,3,4-thiadiazole, synthesis, fungicidal activity, insecticidal activity

Cite this article

Wang Shouxin, Zuo Xiang, Fan Zhijin, Zhang Zhengcai, Zhang Jufang, Xiong Lixia, Fu Yifeng, Fang Zhen, Wu Qingjun, Zhang Youjun. Synthesis and Biological Activities of 1,2,3-Thiadiazole Derivatives Containing 1,3,4-Thiadiazole Moiety[J]. Chin. J. Org. Chem., 2013, 33(11): 2367-2375.

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1,2,3-噻二唑联1,3,4-噻二唑衍生物的合成及生物活性研究

Synthesis and Biological Activities of 1,2,3-Thiadiazole Derivatives Containing 1,3,4-Thiadiazole Moiety

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