Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3574-3582.DOI: 10.6023/cjoc201906017 Previous Articles     Next Articles

含叔醇结构的新型吡唑-4-甲酰胺类化合物的合成及杀菌活性

耿瑞, 赵宇, 李益豪, 刘鑫磊, 王明安   

  1. 中国农业大学应用化学系 北京 100193
  • 收稿日期:2019-06-17 修回日期:2019-07-08 出版日期:2019-12-25 发布日期:2019-08-01
  • 通讯作者: 王明安 E-mail:wangma@cau.edu.cn
  • 基金资助:
    国家自然科学基金(No.21772229)资助项目.

Synthesis and Fungicidal Activity of Novel Pyrazole-4-carbox-amide Compounds Containing Tertiary Alcohol Moiety

Geng Rui, Zhao Yu, Li Yihao, Liu Xinlei, Wang Ming'an   

  1. Department of Applied Chemistry, China Agricultural University, Beijing 100193
  • Received:2019-06-17 Revised:2019-07-08 Online:2019-12-25 Published:2019-08-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21772229).

A series of novel pyrazole-4-carboxamide compounds were designed and synthesized through introducing a tertiary alcohol moiety into the C-3 position of the pyrazole ring based on the chracteristics of pyrazole-4-carboxamide fungicides and natural products with a tertiary alcohol moiety. Their structures were characterized by 1H NMR, 13C NMR, HR-ESI-MS data and X-ray diffraction. The preliminary bioassay results indicated that some of these compounds exhibit certain fungicidal activities against tested phytopathogens at the concentration of 100 µg/mL. N-(2-Fluorophenyl)-3-(1-hydroxycyclohexyl)-1,5-dimethyl-1H-pyrazole-4-carboxamide (B1) and N-(thiazol-2-yl)-3-(1-hydroxycyclohexyl)-1,5-dimethyl-1H-pyrazole-4-carbo-xamide (B10) have EC50 values of 76.3 and 71.9 µg/mL against Pythium aphanidermatum. B10 has an EC50 value of 85.4 µg/mL against Phytophthora capsici, respectively.

Key words: pyrazole-4-carboxamide, tertiary alcohol moiety, synthesis, fungicidal activity