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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 11: 2367 - 2375

DOI: https://doi.org/10.6023/cjoc201306002

Articles

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

  • Wang Shouxin ,
  • Zuo Xiang ,
  • Fan Zhijin ,
  • Zhang Zhengcai ,
  • Zhang Jufang ,
  • Xiong Lixia ,
  • Fu Yifeng ,
  • Fang Zhen ,
  • Wu Qingjun ,
  • Zhang Youjun
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  • 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 date: 2013-06-03

  Revised date: 2013-07-11

  Online 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).

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Abstract

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]. Chinese Journal of Organic Chemistry, 2013 , 33(11) : 2367 -2375 . DOI: 10.6023/cjoc201306002

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