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Design, Synthesis and Antifungal Evaluation of N ‐Substituted‐1‐(3‐chloropyridin‐2‐yl)‐ N ‐(pyridin‐4‐yl)‐5‐(trifluoromethyl)‐1 H ‐pyrazole‐4‐carboxamide Derivatives
Author(s) -
Wu Zhibing,
Yang Guangqian,
Zhao Xin,
Wu Jiangchun,
Wu Shixi
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3400
Subject(s) - botrytis cinerea , gibberella zeae , fusarium oxysporum , sclerotinia sclerotiorum , chemistry , trifluoromethyl , antifungal , carboxamide , bioassay , phytophthora infestans , stereochemistry , fusarium , horticulture , microbiology and biotechnology , organic chemistry , biology , biochemistry , alkyl , genetics , gene
A series of 1‐(3‐chloropyridin‐2‐yl)‐5‐(trifluoromethyl)‐1 H ‐pyrazole‐4‐carboxamide derivatives which have di‐substituents on nitrogen were designed and synthesized. Bioassay results showed that all the synthetic compounds exhibited lower antifungal activities against Gibberella zeae , Cytospora mandshurica , and Fusarium oxysporum than T 3 (14.7, 21.1, and 32.7 μg/mL), but some of them exhibited better activities against Botrytis cinerea , Phytophthora infestans , and Sclerotinia sclerotiorum than T 3 (>200, >200, and >200 μg/mL); the EC 50 values of 7d and 7c against B. cinerea were 94.9 and 56.2 μg/mL, respectively. The EC 50 values of 7a , 7d , and 7c against S. sclerotiorum were 73.5, 78.7, and 68.5 μg/mL, respectively.