Synthesis and insecticidal activity of novel N-oxydihydropyrrole derivatives with a substituted spirocyclohexyl group |
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Authors: | Ito Mitsuru Okui Hideshi Nakagawa Harumi Mio Shigeru Kinoshita Ayako Obayashi Takashi Miura Takako Nagai Junko Yokoi Shinji Ichinose Reiji Tanaka Keiji Kodama Seiichiro Iwasaki Toshiaki Miyake Takaaki Takashio Miho Iwabuchi Jun |
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Affiliation: | Agroscience Research Laboratories, Sankyo Agro Co. Ltd., 1041 Yasu, Yasu-cho, Yasu-gun, Shiga 520-2342, USA. mtitou@shina.sankyo.co.jp |
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Abstract: | A series of 5-spirocyclohexyl-3-(2,6-dimethylphenyl)-1,5-dihydro-2H-pyrrol-2-one derivatives (3) with various substituents on the spirocyclohexyl ring was synthesized and evaluated for its insecticidal activity against the aphid, Myzus persicae. Substituents at the 1- and 4-positions of the dihydropyrrole ring were also varied to optimize the activity. An investigation of the structure-activity relationship revealed that methoxy, alkoxyalkoxy, ethylenedioxy and methoxyimino groups were favorable as substituents at the 4-position of the spirocyclohexyl ring. The activity was optimized by the respective substitution of a methoxy or methoxymethoxy moiety and cyclopropylcarbonyloxy group at the 1- and 4-positions of the dihydropyrrole ring. |
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