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Synthesis and Insecticidal Activities of Chlorothiazolyl Analogs of Nitromethylene Neonicotinoids with Tetrahydropyridine Fixed cis ‐Configuration
Author(s) -
Shao Xusheng,
Huang Xinglong,
Shi Qian,
Li Zhong,
Tao Liming,
Song Gonghua
Publication year - 2012
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.969
Subject(s) - aphis craccivora , chemistry , moiety , imidacloprid , stereochemistry , pesticide , botany , pest analysis , homoptera , aphididae , agronomy , biology
The chlorothiazolyl moiety was an effective bioisoster of chloropyridyl in pesticide molecular design. Replacement of chloropyridyl in cis ‐nitromethylene neonicotinoids with chlorothiazolyl generated the chlorothiazolyl counterpart of nitromethylene neonicotinoids with tetrahydropyridine fixed cis ‐configuration. Bioassay against cowpea aphis ( Aphis craccivora ) indicated that the chlorothiazolyl analogs could maintain the high insecticidal activity.