Journal
JOURNAL OF PESTICIDE SCIENCE
Volume 29, Issue 4, Pages 356-363Publisher
PESTICIDE SCI SOC JAPAN
DOI: 10.1584/jpestics.29.356
Keywords
neonicotinoids; (+/-)-tetrahydro-3-furylmethyl; dinotefuran; acetylcholine; structure-activity relationships (SAR); 3D-QSAR
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The (+/-)-tetrahydro-3-furylmethyl moiety, which is a characteristic part of the novel neonicotinoid dinotefuran, was found by research in which acetylcholine was selected as the lead compound. SAR (structure-activity relationships) for the tetrahydrofuran part indicated that the non-substituted moiety showed the highest level of activity, 4- and 5-substituted moieties showed intermediate levels, and 2- and 3-substituted moieties lost the activity. Conformational analysis of these compounds indicated that the substituents changed little the hypothetical active conformation of dinotefuran. Computational analysis proved that dinotefuran, a methoxypropyl compound and other neonicotinoids well overlapped, and dinotefuran adopts the active conformation more easily than the methoxypropyl compound. (C) Pesticide Science Society of Japan.
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