Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (10): 2090-2098.DOI: 10.6023/cjoc201403035 Previous Articles     Next Articles

Articles

芳基吡唑氟尿嘧啶类化合物的设计、合成与杀虫活性研究

傅晓东a, 陈月a, 杨阳a, 贺书泽b, 沈陈a, 万嵘a   

  1. a. 南京工业大学理学院 南京 210009;
    b. 江苏扬农化工股份有限公司 扬州 225009
  • 收稿日期:2014-03-15 修回日期:2014-05-05 发布日期:2014-06-03
  • 通讯作者: 万嵘 E-mail:rwan@njut.edu.cn
  • 基金资助:

    江苏省科技厅科技支撑计划(农业)(No. BE2011352)资助项目.

Design, Synthesis, Insecticidal Activity and Structure-Activity Relationship of Aryl Pyrazole 5-Fluorouracil Derivatives

Fu Xiaodonga, Chen Yuea, Yang Yanga, He Shuzheb, Shen Chena, Wan Rongaa   

  1. a. College of Science, Nanjing University of Technology, Nanjing 210009;
    b. Jiangsu Yangnong Chemical Co., Ltd, Yangzhou 225009
  • Received:2014-03-15 Revised:2014-05-05 Published:2014-06-03
  • Supported by:

    Project supported by the Key Technology R&D Program of the Science and Technology Department of Jiangsu Province (No. BE2011352).

On the basis of the key structure of γ-amino butyric acid (GABA) receptor inhibitor aryl pyrazole pesticides, a series of novel aryl pyrazole derivatives containing 5-fluorouracil were designed and synthesized via the key intermediate 5-amino-3-cyano-1-(substituted phenyl)pyrazole. The structures of target compounds were confirmed by 1H NMR, FTIR and elemental analysis, and their insecticidal activities were evaluated against diamondback moth (Plutella xylostella) and mosquito (Culex pipiens). The results of bioassays indicated that aryl pyrazole 5-fluorouracil derivatives exhibited satisfactory insecticidal activities. The insecticidal activities of compounds 5a5c, 5e, 5m and 5u against mosquito were all 100% at 1000 mg·L-1. Moreover, the compound 5p exhibited good lethal activity (94.45%) against P. xylostella at the concentration of 400 mg·L-1. The results also indicated that the type and position of substituent on the phenyl ring play crucial roles on the biological activities of the compounds.

Key words: aryl pyrazole, 5-fluorouracil, synthesis, insecticidal activity