有机化学 ›› 2017, Vol. 37 ›› Issue (7): 1844-1849.DOI: 10.6023/cjoc201702006 上一篇    下一篇

研究简报

新型含1,3,4-噁二唑结构的吡唑酰胺类化合物的合成与杀虫活性研究

石玉军a, 叶林玉a, 仲苏林b, 曹雄飞b, 戴红a, 洪宇a, 李春建c, 石健c, 吴锦明a   

  1. a. 南通大学化学化工学院 南通 226019;
    b. 联合国南通农药剂型开发中心 南通 226006;
    c. 南通大学分析测试中心 南通 226019
  • 收稿日期:2017-02-07 修回日期:2017-03-07 发布日期:2017-03-17
  • 通讯作者: 戴红, 吴锦明 E-mail:aihong_2015@aliyun.com,ntgao2016@163.com
  • 基金资助:

    国家自然科学基金(No.21372135)、江苏省"六大人才高峰"(No.2013-SWYY-013)、南通市科技计划(No.MS22015020)、江苏省大学生创新训练计划(No.201610304047Z)和南通大学研究生科研创新计划(No.YKC16086)资助项目.

Synthesis and Insecticidal Activities of Novel Pyrazole Amides Containing 1,3,4-Oxadiazole Moiety

Shi Yujuna, Ye Linyua, Zhong Sulinb, Cao Xiongfeib, Dai Honga, Hong Yua, Li Chunjianc, Shi Jianc, Wu Jinminga   

  1. a. College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
    b. United Nations Nantong Pesticide Forulation Development Centre, Nantong 226006;
    c. Analysis and Testing Center, Nantong University, Nantong 226019
  • Received:2017-02-07 Revised:2017-03-07 Published:2017-03-17
  • Contact: 10.6023/cjoc201702006 E-mail:aihong_2015@aliyun.com,ntgao2016@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21372135),the Research Foundation of the Six People Peak of Jiangsu Province (No.2013-SWYY-013),the Science and Technology Project Fund of Nantong City (No.MS22015020),the Science and Technology Innovation Foundation for the College Students of Jiangsu Province (No.201610304047Z) and the Science and Technology Innovation Foundation for the Graduate Students of Nantong University (No.YKC16086).

为了寻找与发现新的活性物质,以杀虫剂吡螨胺为先导化合物,采用活性基团拼接的方法,设计并制备了一系列未见文献报道的新型含1,3,4-噁二唑结构的吡唑酰胺类化合物.通过1H NMR,13C NMR和元素分析测试确认了目标化合物的结构.初步的生物活性测试结果显示,部分目标化合物表现出较好的杀虫活性.在测试浓度为500 μg/mL时,有5个化合物对粘虫的杀灭活性可达80%~100%,其中4个化合物对粘虫的防治效果与对照药剂唑虫酰胺接近.此外,1-甲基-3-乙基-4-氯-N-{[5-(4-甲基苯基)-1,3,4-噁二唑-2-基]甲基}-1H-吡唑-5-甲酰胺(9g)在测试浓度为500 μg/mL时对蚜虫的杀死率为100%.

关键词: 1,3,4-噁二唑, 吡唑, 合成, 杀虫活性

In order to find new pesticide with potent bioactivities, a series of novel pyrazole amides carrying 1,3,4-oxadiazole moiety were prepared according to the structure of tebufenpyrad. The structures of the title compounds were characterized by 1H NMR, 13C NMR and elemental analysis. Preliminary bioassay data showed that some target compounds displayed good insecticidal activities. At the concentration of 500 μg/mL, five compounds had insecticidal activity against Oriental armyworm with 80%~100%, and four compounds displayed comparable insecticidal activity against Oriental armyworm to that of the control tolfenpyrad. In addition, 1-methyl-3-ethyl-4-chloro-N-{[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl)methyl]-1H-pyrazole-5-carboxamide (9g) exhibited 100% insecticidal activity against Aphis medicaginis at 500 μg/mL.

Key words: 1,3,4-oxadiazole, pyrazole, synthesis, insecticidal activity