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2023 , Vol. 43 >Issue 4: 1435 - 1443

DOI: https://doi.org/10.6023/cjoc202211021

研究论文

新型含异噁唑单元的吡唑酰胺类衍生物的合成及杀虫活性

  • 张紫婵 ,
  • 孙洋 ,
  • 华晟 ,
  • 徐宝琳 ,
  • 张敏 ,
  • 赵勤 ,
  • 郑丹丹 ,
  • 王杨 ,
  • 鞠剑峰 ,
  • 石玉军 ,
  • 戴红
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  • 南通大学化学化工学院 南通 226019
†共同第一作者.

收稿日期: 2022-11-16

  修回日期: 2022-12-23

  网络出版日期: 2023-01-05

基金资助

国家自然科学基金(22177057); 南通市科技计划(MS2202024)

收起

Synthesis and Insecticidal Activity of Novel Pyrazole Amides Containing an Isoxazole Moiety

  • Zichan Zhang ,
  • Yang Sun ,
  • Sheng Hua ,
  • Baolin Xu ,
  • Min Zhang ,
  • Qin Zhao ,
  • Dandan Zheng ,
  • Yang Wang ,
  • Jianfeng Ju ,
  • Yujun Shi ,
  • Hong Dai
Expand
  • College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019
†These authors contributed equally to this work.
*Corresponding authors. E-mail: ;
;

Received date: 2022-11-16

  Revised date: 2022-12-23

  Online published: 2023-01-05

Supported by

National Natural Science Foundation of China(22177057); Science and Technology Project Fund of Nantong City(MS2202024)

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摘要

运用活性亚结构拼接的原理, 以杀虫剂氯虫苯甲酰胺为先导结构, 引入异噁唑环单元, 合成了16个含异噁唑环取代的新型吡唑酰胺化合物, 采用1H NMR、13C NMR、元素分析等方法对其目标物的结构进行了表征. 初步生物活性测试数据显示, 大多数化合物在500 μg/mL浓度下对粘虫呈现出100%的杀死率. 其中3个化合物在100 μg/mL浓度下对粘虫的杀死率达80%~100%, 在浓度降至20 μg/mL时, 3个化合物对粘虫仍表现出40%~50%的杀虫活性. 3个化合物在500 μg/mL浓度下对蚜虫显示出100%的杀虫效果, 在100 μg/mL浓度下对蚜虫仍有70%~100%的杀虫活性. 另外, 2个化合物在500 μg/mL时对朱砂叶螨的防效为90%~100%.

关键词： 异噁唑; 吡唑酰胺; 合成; 杀虫活性

本文引用格式

张紫婵 , 孙洋 , 华晟 , 徐宝琳 , 张敏 , 赵勤 , 郑丹丹 , 王杨 , 鞠剑峰 , 石玉军 , 戴红 . 新型含异噁唑单元的吡唑酰胺类衍生物的合成及杀虫活性[J]. 有机化学, 2023 , 43(4) : 1435 -1443 . DOI: 10.6023/cjoc202211021

Abstract

Sixteen novel pyrazole amide compounds containing an isoxazole unit were synthesized through introducing an isoxazole moiety to pyrazole amide molecules based on the structure of chlorantraniliprole. The structures of the designed compounds were characterized with 1H NMR, 13C NMR and elemental analysis. Preliminary bioassay showed that most of the target compounds exhibited 100% insecticidal activities against Mythimna separata at the dosage of 500 μg/mL. Three compounds had 80%~100% mortality rate towards M. separata at the dosage of 100 μg/mL, and three compounds still possessed 40%~50% mortality rate against M. separata when the dosage was lowered to 20 μg/mL. Three compounds displayed 100% insecticidal activities towards Aphis medicaginis at 500 μg/mL, and still showed good insecticidal activities against A. medicaginis with 70%~100% at 100 μg/mL. In addition, two compounds demonstrated 90%~100% mortality rates towards Tetranychus cinnabarinus at 500 μg/mL.

Key words： isoxazole; pyrazole amide; synthesis; insecticidal activity

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