Metabolism of Mepanipyrim in Tomato Seedlings

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Absorption, translocation and metabolism of mepanipyrim, N-(4-methyl-6-prop-1-ynylpyrimidin-2-yl)aniline in tomato seedlings were studied using 14C-preparations labeled separately in the pyrimidine and the benzene rings. When [14C]mepanipyrim was topically applied onto the leaf surface, most of the recovered radioactivity remained on the treated leaf. Unchanged mepanipyrim and a lot of metabolites were detected in the treated leaf. 2-[4-Methyl-6-(1-propynyl)pyrimidin-2-ylamino]-phenol (M-37), 4-[4-methyl-6-(1-propynyl)pyrimidin-2-ylamino]phenol (M-1), 1-(2-anilino-6-methylpyrimidin-4-yl)-2-propanol (M-31), and 4-methyl-6-(1-propynyl)pyrimidin-2-ylamine (M-41) were tentatively identified as major metabolites. M-37 and M-31 were mainly detected as several kinds of glycosides. When [14C]mepanipyrim was applied in an aqueous solution, the radioactivity in the seedlings increased with time, and 1-(2-anilino-6-methylpyrimidin-4-yl)-2-propanone (M-6) was also identified in the seedlings. A large amount of M-31 was detected in the seedlings when M-6 labeled with 14C was applied to seedlings in the same method as the parent compound. It is suggested that mepanipyrim is metabolized to M-31 via M-6.
日本農薬学会の論文