Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (10): 1662-1667. Previous Articles     Next Articles

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新型含吡啶环取代的吡唑肟醚类化合物的合成及生物活性研究

戴红*,1,2,刘建兵1,苗文科1,吴珊珊1,秦雪1,张欣1王婷婷1,方建新*,1   

  1. (南开大学元素有机化学国家重点实验室 天津 300071)
    (南通大学化学化工学院 南通 226019)
  • 收稿日期:2011-06-10 修回日期:2011-07-22 发布日期:2011-08-25
  • 通讯作者: 戴红 E-mail:daihong_2001@yahoo.com.cn

Synthesis and Biological Activities of Novel Pyrazole Oxime Ether Derivatives Containing Pyridyl Ring

Dai Hong*,1,2 Liu Jianbing1 Miao Wenke1 Wu Shanshan1 Qin Xue1, Zhang Xin1 Wang Tingting1 Fang Ji-anxin*,1   

  1. (1 State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071)
    (2 College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019)
  • Received:2011-06-10 Revised:2011-07-22 Published:2011-08-25

In search of new low toxicity and potent pesticide lead compounds, a series of novel pyrazole oxime ether derivatives containing a pyridyl ring were synthesized by the condensation of N-pyridyl pyrazole oximes with 2-chloro-5-chloromethyl pyridine. Their structures were determined by 1H NMR, 13C NMR spectra and elemental analysis. Preliminary bioassay showed that some of the target compounds displayed fungicidal, insecticidal, and plant growth regulatory activities to some extent. For example, compound 5c exhibited 61.4% inhibition rate against Alternaria solani at the concentration of 50 μg/mL, compound 5j showed 60.2% inhibition rate against Cercospora arachidicola at the concentration of 50 μg/mL, the mortality rate of compound 5i was 50.3% against Aphis craccivora at the concentration of 500 μg/mL, and compound 5f displayed 71.0% promotion effect on the radicle growth of cucumber cotyledons at the concentration of 10 μg/mL.

Key words: pyridine, pyrazole oxime ether, synthesis, biological activity