Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (04): 622-627. Previous Articles     Next Articles

Original Articles

N-[3-氰基-1-(2,6-二氯-4-三氟甲基苯基)-1H-吡唑-5-基]菊酰胺类化合物的合成及生物活性

程敬丽,魏方林,朱烈,赵金浩,朱国念*   

  1. (浙江大学农业与生物技术学院农药与环境毒理研究所 杭州 310029)
  • 收稿日期:2007-04-25 修回日期:2007-09-30 发布日期:2008-04-17
  • 通讯作者: 朱国念

Synthesis and Biological Activities of N-[3-Cyano-1-(2,6-dichloro- 4-trifluoromethylphenyl)-1H-pyrazol-5-yl]-chrysanthemumamide

CHENG Jing-Li,WEI Fang-Lin,ZHU Lie,ZHAO Jin-Hao,ZHU Guo-Nian*   

  1. (College of Agriculture and Biotechnology, Zhejiang University, Hangzhou 310029)
  • Received:2007-04-25 Revised:2007-09-30 Published:2008-04-17
  • Contact: ZHU Guo-Nian

In order to find new semicarbazide lead compounds, ten N-[1-(2,6-dicholoro-4-trifluoromethyl- phenyl)-1H-pyrazol-5-yl]-chrysanthemumamides were synthesized from five types of chrysanthemic acids with fipronil or 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazol-3-carbonitrile. The structures of all new compounds were confirmed by 1H NMR, MS spectra and elemental analysis. At the concentration of 37.5 mg/L, compound 3b shows inhibitory activity (100%) against Plutella xylostella Linnaeus. The LC50 of this compound is 15.1 mg/L. The oral acute toxicity of this compound to big male and female rats is middle. The crystal structure of 3i is also presented. The results indicate that it is rational and feasible to find new active compounds based on the connection between the active compound and the pharmacophore.

Key words: insecticidal activity, N-arylpyrazole, single crystal, toxicity