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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (10): 1662-1667. 上一篇    下一篇

研究论文

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

PDF

1291

被引次数

61 | 15

为了寻找新型高效低毒的农药先导化合物, 通过N-吡啶基吡唑肟与2-氯-5-氯甲基吡啶的缩合反应, 合成了一系列含吡啶环取代的吡唑肟醚类化合物. 目标化合物的结构均经1H NMR, 13C NMR和元素分析确证. 初步生物活性试验结果表明, 部分化合物具有一定的杀菌、杀虫和植物生长调节活性. 如化合物5c在浓度为50 μg/mL时对番茄早疫的抑制率为61.4%|化合物 5j在浓度为50 μg/mL时对花生褐斑的抑制率为60.2%|化合物5i在浓度为500 μg/mL时对蚜虫表现出50.3%的杀死率|化合物5f在浓度为10 μg/mL时对黄瓜子叶生根表现出71.0 %的促进生长作用.

关键词: 吡啶, 吡唑肟醚, 合成, 生物活性

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