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Synthesis and insecticidal activity of novel 1,3,4-oxadiazolin-5-one and pyrazolin-5-one derivatives

✍ Scribed by Yagi, Kazuo; Numata, Akira; Mimori, Norihiko; Miyake, Toshiro; Arai, Kazutaka; Ishii, Shigeru

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 152 KB
Volume: 55
Category: Article
ISSN: 1526-498X
DOI: 10.1002/(sici)1096-9063(199902)55:2<161::aid-ps881>3.0.co;2-m

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✦ Synopsis

A series of novel 2-(2,4,6-trisubstituted phenyl)-1,3,4-oxadiazolin-5-one derivatives and 3-(2,4,6-trichlorophenyl)pyrazolin-5-one derivatives were synthesized and evaluated for insecticidal activity. It was found that a moderately bulky alkyl group, such as a tert-butyl group, on the heterocyclic ring, and a triýuoromethyl group on the benzene ring were optimal substituents on the molecule. The oxygen atom in the oxadiazoline ring was essential for insecticidal activity. Of the compounds assayed, 4-tert-butyl-2-(2,6-dichloro-4-triýuoromethylphenyl)-1,3,4-oxadiazolin-5-one gave the highest activity against Nephtotettix cincticeps, with an value of 0.51 mg litre-1. LC 50

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