有机化学 ›› 2011, Vol. 31 ›› Issue (09): 1452-1459. 上一篇    下一篇

研究论文

噻吩N-芳基吡唑类化合物的合成及光活化活性研究

袁李青,徐汉虹*,杨文,李娜   

  1. (华南农业大学昆虫毒理研究室 天然农药与化学生物学教育部重点实验室 广州 510642)
  • 收稿日期:2011-01-09 修回日期:2011-03-31 出版日期:2011-09-25 发布日期:2011-04-27
  • 通讯作者: 徐汉虹 E-mail:hhxu@scau.edu.cn

Synthesis and Photoactivated Activity of Thiophene Conjugated with N-Aryl Pyrazole Derivatives

YUAN Li-Qing, XU Han-Hong, YANG Wen, LI Na   

  1. (Laboratory of Insect Toxicology & Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University, Guangzhou 510642)
  • Received:2011-01-09 Revised:2011-03-31 Online:2011-09-25 Published:2011-04-27

以2,6-二氯-4-三氟甲基苯胺和溴代噻吩等为起始原料, 设计并合成了12个未见报道的噻吩芳基吡唑类化合物 5a5l, 经1H NMR, 13C NMR, ESI-MS和元素分析对化合物的结构进行了表征. 初步生物活性测定结果表明, 目标化合物均具有一定的光活化杀虫活性, 其中5l表现最为明显. 在光照下对白纹伊蚊幼虫的LC50值为0.04 μg/mL, 达到了商品化品种氟虫腈的水平.

关键词: N-芳基吡唑, 噻吩, 光活化, 杀虫活性

Twelve novel thiophene conjugated with N-aryl pyrazole derivatives 5a5l were synthesized from 2,6-dichloro-4-trifluoromethylaniline with 2-bromothiophene, and characterized by 1H NMR, 13C NMR, MS techniques and elemental analysis. Preliminary bioassay tests demonstrated that all the compounds have photoactivated insecticidal activity against Aedes albopictus. The compound 5l showed the highest activity with LC50 0.04 μg/mL when exposed to light, which is similar to commercial available fipronil.

Key words: N-aryl pyrazole, thiophene, photoactivation, insecticidal activity