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Design, synthesis and insecticidal‐activity evaluation of N ‐pyridylpyrazolo‐5‐methyl amines and its derivatives
Author(s) -
Yang Shuai,
Xu Kaijie,
Lai Qiuqin,
Zhao Chen,
Xu Hanhong
Publication year - 2020
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.4136
Subject(s) - plutella , spodoptera , chemistry , bioassay , exigua , amide , stereochemistry , diamondback moth , organic chemistry , lepidoptera genitalia , botany , biochemistry , genetics , biology , gene , recombinant dna
Abstract In searching for novel insecticidal leads, a series of N ‐pyridylpyrazolo‐5‐methyl amines and their derivatives were designed and synthesized. Among the 22 target compounds obtained, bioassays indicated that some of the target compounds exhibited good insecticidal activities against Plutella xylostella ( P. xylostella ) and Spodoptera frugiperda ( S. frugiperda ). In particular, compound 9j revealed the best insecticidal activity against P. xylostella , with a LC 50 value of 22.11 mg/L, and compound 9q had the best insecticidal activity against S. frugiperda which with 73.99% of mortality rate at 100 mg/L. Structure‐activity relationship (SAR) analysis showed that 4‐CF 3 at the position of R 1 linked with N ‐pyridylpyrazole via amide bond could enhance the insecticidal activity of the target compounds. This study provides valuable clues for the further design and optimization of N ‐pyridylpyrazole derivatives.