有机化学 ›› 2020, Vol. 40 ›› Issue (12): 4249-4257.DOI: 10.6023/cjoc202008014 上一篇    下一篇

研究论文

含异噁唑环的新型N-吡啶基吡唑酰胺化合物的合成及生物活性研究

郑丹丹, 倪亚丹, 钱程, 张敏, 张紫婵, 戴红, 周贝贝, 张莉芳   

  1. 南通大学化学化工学院 江苏南通 226019
  • 收稿日期:2020-08-10 修回日期:2020-09-01 发布日期:2020-09-09
  • 通讯作者: 戴红, 张莉芳 E-mail:daihong_2015@aliyun.com;lfzhang@ntu.edu.cn
  • 基金资助:
    国家自然科学基金(No.21372135)和南通市科技计划(No.MS12019060)资助项目.

Synthesis and Biological Activities of Novel N-Pyridylpyrazole Amide Compounds Carrying Isoxazole Unit

Zheng Dandan, Ni Yadan, Qian Cheng, Zhang Min, Zhang Zichan, Dai Hong, Zhou Beibei, Zhang Lifang   

  1. College of Chemistry and Chemical Engineering, Nantong University, Nantong, Jiangsu 226019
  • Received:2020-08-10 Revised:2020-09-01 Published:2020-09-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21372135) and the Science and Technology Project Fund of Nantong City (No. MS12019060).

基于新型杀虫剂氯虫苯甲酰胺的结构,设计合成出一系列新型含取代异噁唑单元的N-吡啶基吡唑酰胺衍生物,其目标化合物的结构均经核磁氢谱、碳谱及元素分析等方法确证.初步的室内杀虫活性测试数据表明,在500 μg/mL测试浓度下,所有目标化合物对粘虫的杀虫效果均达100%.4个化合物在100 μg/mL测试浓度下对粘虫的杀死率为80%~100%,2个化合物在20 μg/mL测试浓度下对粘虫仍有40%~50%的防效.5个化合物在500 μg/mL测试浓度下对蚜虫有较高的杀虫作用,其致死率为90%~100%.此外,2个化合物在500 μg/mL测试浓度下对朱砂叶螨有70%~80%的致死率.

关键词: 异噁唑, N-吡啶基吡唑, 合成, 生物活性

A series of new N-pyridylpyrazole amides bearing substituted isoxazole moiety were designed and prepared based on chlorantraniliprole. These compounds were structurally determined through 1H NMR, 13C NMR and elemental analyses. Bioassay results displayed that all designed compounds showed a mortality rate of 100% towards Oriental armyworm at the dosage of 500 μg/mL. At the dosage of 100 μg/mL, the mortality rates of four compounds towards Oriental armyworm were 80%~100%. Two compounds had 40%~50% insecticidal activities towards Oriental armyworm at the concentration of 20 μg/mL. At the concentration of 500 μg/mL, five compounds demonstrated 90%~100% insecticidal activities against Aphis medicaginis. Moreover, at the dosage of 500 μg/mL, two compounds exhibited 70%~80% insecticidal activities against Tetranychus cinnabarinus.

Key words: isoxazole, N-pyridylpyrazole, synthesis, biological activity