Synthesis and insecticidal activity of acyclic nitroethene compounds containing a 3-pyridylmethylamino group
1993
Minamida, I. (Takeda Chemical Industries Ltd., Osaka (Japan)) | Iwanaga, K. | Tabuchi, T. | Uneme, H. | Dantsuji, H. | Okauchi, T.
A series of acyclic nitroethene compounds containing a 3-pyridylmethylamino group in the beta-carbon atom were synthesized, and their insecticidal activities were examined. The compounds into whose 1-carbon atom of 1-(3-pyridylmethyl)amino-2-nitroethene a methylamino (9a-5) or a dimethylamino group (9a-22) was introduced were more effective against Nilaparvata lugens and Laodelphax striatellus than against Nephotettix cincticeps. An introduction of larger alkylamino groups decreased the activity. Successive modifications of the 1-methylamino-1-(3-pyridylmethyl)amino-2-nitroethene revealed that an introduction of a methyl or ethyl group into the nitrogen atom attached to the 3-pyridylmethyl group enhanced the activity. Compounds, such as 1-methylamino-1-[N-methyl(ethyl)-N-(3-pyridylmethyl)]amino-2 -nitroethene (9b-1,2), exhibited potent activity against not only N. lugens and L. striatellus but also N. cincticeps
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