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  

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

作　　者：张紫婵 孙洋 华晟 徐宝琳 张敏 赵勤[1] 郑丹丹 王杨 鞠剑峰[1] 石玉军[1] 戴红[1] Zhang Zichan;Sun Yang;Hua Sheng;Xu Baolin;Zhang Min;Zhao Qin;Zheng Dandan;Wang Yang;Ju Jianfeng;Shi Yujun;Dai Hong(College of Chemistry and Chemical Engineering,Nantong University,Nantong 226019)

机构地区：[1]南通大学化学化工学院,南通226019

出　　处：《有机化学》2023年第4期1435-1443,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.22177057);南通市科技计划(No.MS2202024)资助项目。

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^(1)H NMR、^(13)C 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500μg/mL浓度下对粘虫呈现出100%的杀死率.其中3个化合物在100μg/mL浓度下对粘虫的杀死率达80%~100%,在浓度降至20μg/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500μg/mL浓度下对蚜虫显示出100%的杀虫效果,在100μg/mL浓度下对蚜虫仍有70%~100%的杀虫活性.另外2个化合物在500μg/mL时对朱砂叶螨的防效为90%~100%.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 ^(1)H NMR,^(13)C NMR and elemental analysis.Preliminary bioassay showed that most of the target compounds exhibited 100%insecticidal activities against Mythimna separata at the dosage of 500μg/mL.Three compounds had 80%~100%mortality rate towards M.separata at the dosage of 100μg/mL,and three compounds still possessed 40%~50%mortality rate against M.separata when the dosage was lowered to 20μg/mL.Three compounds displayed 100%insecticidal activities towards Aphis medicaginis at 500μg/mL,and still showed good insecticidal activities against A.medicaginis with 70%~100%at 100μg/mL.In addition,two compounds demonstrated 90%~100%mortality rates towards Tetranychus cinnabarinus at 500μg/mL.

关 键 词：异噁唑 吡唑酰胺 合成 杀虫活性 

分 类 号：TQ453.2[化学工程—农药化工]