Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (9): 2343-2351.DOI: 10.6023/cjoc201703022 Previous Articles     Next Articles



陈学文, 甘秀海, 陈吉祥, 陈永中, 王艳娇, 胡德禹, 宋宝安   

  1. 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:2017-03-13 修回日期:2017-04-15 发布日期:2017-05-10
  • 通讯作者: 宋宝安
  • 基金资助:


Synthesis and Nematicidal Activity of Novel 1,3,4-Oxadiazole (Thiadiazole) Thioether Derivatives Containing Trifluorobuten Moiety

Chen Xuewen, Gan Xiuhai, Chen Jixiang, Chen Yongzhong, Wang Yanjiao, Hu Deyu, Song Baoan   

  1. State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025
  • Received:2017-03-13 Revised:2017-04-15 Published:2017-05-10
  • Contact: 10.6023/cjoc201703022
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21672044) and the Provincial University Cooperation Plan of China (No. 20147001).

In order to explore novel leading compound with good nematicidal activity, a series of 1,3,4-oxadiazole (thiadiazole) thioether derivatives containing a trifluorobuten group were designed and synthesized, and their structures were identified by IR, 1H NMR, 13C NMR spectra, ESI-MS and elemental Anal. ysis. The results of nematicidal activity assays revealed that compounds 5a and 6b possessed excellent nematicidal activity agaist Caenorhabditis elegans in vitro after 48 h, with LC50 values of 21.92 and 44.94 μg/mL, respectively, which were superior than that of fosthiazate (72.52 μg/mL) and fluensulfone (72.96 μg/mL). Furthermore, most of compounds exhibited moderate activity against Tylenchus semipenetranss at 100 μg/mL, compound 5b showed better nematicidal activity than fosthiazate and fluensulfone after 48 h and 72 h with the values of 79.9% and 96.7%.

Key words: 1,3,4-oxadiazole (thiadiazole) thioether, trifluorobutene, nematicidal activity, Caenorhabditis elegans, Tylenchus semipenetranss