Citation: Geng Rui, Zhao Yu, Li Yihao, Liu Xinlei, Wang Ming'an. Synthesis and Fungicidal Activity of Novel Pyrazole-4-carbox-amide Compounds Containing Tertiary Alcohol Moiety[J]. Chinese Journal of Organic Chemistry, ;2019, 39(12): 3574-3582. doi: 10.6023/cjoc201906017 shu

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

Department of Applied Chemistry, China Agricultural University, Beijing 100193

Corresponding author: Wang Ming'an, wangma@cau.edu.cn
Received Date: 17 June 2019
Revised Date: 8 July 2019
Available Online: 1 December 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21772229)the National Natural Science Foundation of China 21772229

Figures(6)

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.
- pyrazole-4-carboxamide,
- tertiary alcohol moiety,
- synthesis,
- fungicidal activity
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