有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2655-2662.DOI: 10.6023/cjoc201903056 上一篇    下一篇

研究简报

3-芳基异噁唑啉-吡唑-5-甲酰胺类化合物的合成及杀虫活性研究

钟良坤a,b, 江涛a, 张帆a, 付庆a, 刘幸海a, 许天明b, 丁成荣a, 陈杰c, 袁静c, 谭成侠a   

  1. a 浙江工业大学化学工程学院 杭州 310014;
    b 浙江省化工研究院有限公司 杭州 310023;
    c 浙江农林大学林业与生物技术学院 杭州 311300
  • 收稿日期:2019-03-26 修回日期:2019-04-19 出版日期:2019-09-25 发布日期:2019-05-15
  • 通讯作者: 袁静, 谭成侠 E-mail:1015251265@qq.com;tanchengxia@zjut.edu.cn
  • 基金资助:

    国家重点研发计划(No.2017YFD0200507)资助项目.

Synthesis and Insecticidal Activity of 3-Arylisoxazoline-pyrazole-5-carboxamide Derivatives

Zhong Liangkuna,b, Jiang Taoa, Zhang Fana, Fu Qinga, Liu Xinghaia, Xu Tianmingb, Ding Chengronga, Chen Jiec, Yuan Jingc, Tan Chengxiaa   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    a Zhejiang Research Institute of Chemical Industry. Ltd., Hangzhou 310023;
    b School of Forestry and Biotechnology, Zhejiang A & F University, Hangzhou 311300
  • Received:2019-03-26 Revised:2019-04-19 Online:2019-09-25 Published:2019-05-15
  • Contact: 10.6023/cjoc201903056 E-mail:1015251265@qq.com;tanchengxia@zjut.edu.cn
  • Supported by:

    Project supported by the National Key Research and Development Plan (No. 2017YFD0200507).

以5,5-二甲氧基-2,4-二氧代戊酸乙酯为原料,设计合成了一系列含芳基异噁唑啉结构的吡唑-5-甲酰胺类化合物,产物结构经1H NMR,13C NMR和HRMS确认.初步杀虫活性测试表明,多数化合物在500 mg/L浓度下对粘虫(Mythimna separate)有着较高的活性(致死率≥ 80%),在100 mg/L的浓度下,有三种化合物对粘虫仍有中等程度的活性(致死率≥ 60%).在500 mg/L时,有四种化合物对苜蓿蚜(Aphis craccivora)也有较好的活性(致死率≥ 80%).因此,对该类化合物的结构优化可作为寻求新型杀虫剂而进行深入研究.

关键词: 芳基异噁唑啉, 吡唑-5-甲酰胺, 合成, 杀虫活性

A series of 3-arylisoxazoline-pyrazole-5-carboxamide derivatives derived from ethyl 5,5-dimethoxy-2,4-dioxopentanoate were designed, synthesized, and characterized by 1H NMR, 13C NMR and HRMS. The preliminary bioassay indicated that most title compounds exhibited positive potency against Mythimna separate (Walker) at 500 mg/L. At the concentration of 100 mg/L, three compounds were still moderately active against Mythimna separate (Walker) (lethal rate≈60%). At 500 mg/L, four compounds were also active against Aphis craccivora. The results indicated that the potential of these 3-arylisoxazoline-pyrazole-5-carboxamide derivatives can be utilized in insecticide research with further optimization.

Key words: arylisoxazoline, pyrazole-5-carboxamide, synthesis, insecticidal activity