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Design, Synthesis, and Fungicidal Activity of Novel Imidazo[4,5‐ b ]pyridine Derivatives
Author(s) -
Liu Minhua,
Quan Chunsheng,
Dang Mingming,
Ren Yeguo,
Ren Jianwei,
Xiang Jun,
Liu Xingping,
He Lian,
Liu Weidong,
Liu Aiping
Publication year - 2018
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.3243
Subject(s) - chemistry , pyridine , thiazole , trifluoromethyl , bioassay , fungicide , stereochemistry , potency , proton nmr , tebuconazole , medicinal chemistry , organic chemistry , in vitro , botany , alkyl , biochemistry , biology , genetics
A series of novel imidazo[4,5‐ b ]pyridine derivatives were designed and synthesized. The structures of all the newly synthesized compounds were identified by spectroscopic data NMR, MS, and elemental analysis. Bioassay showed that the compounds exhibited potent fungicidal activities against Erysiphe graminis , Puccinia polysora , and so forth. Particularly, 2‐chloro‐5‐((5‐methoxy‐2‐(2‐(trifluoromethyl)phenyl)‐3 H ‐imidazo[4,5‐ b ]pyridin‐3‐yl)methyl)thiazole ( 9b ) displayed fungicidal potency against P . polysora . Its EC 50 value: 4.00 mg/L is comparable with that of tebuconazole. The structure–activity relationship for the target compounds is discussed.