Metabolism of a Phenylurea Fungicide, Pencycuron [1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea] in Rice Plants

KUROGOCHI Shin, TAKASE Iwao, YAMAGUCHI Isamu, MISATO Tomomasa

doi:10.1584/jpestics.12.435

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フェニル尿素系殺菌剤ペンシクロン [1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea] のイネにおける代謝
フェニル尿素系殺菌剤ペンシクロン〔1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea〕のイネにおける代謝
フェニルニョウソケイサッキンザイペンシクロン 1 4 chloroben

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The metabolic fate of pencycuron [1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea] in rice plants was investigated with [phenyl-U-¹⁴C] compound. When the leaves were treated with ¹⁴C-pencycuron radiocarbon gradually penetrated into the leaf tissues and part of them showed an acropetal movement. Most radiocarbon was, however, retained on the leaf surface. Pencycuron always remained as a major component (52% of the applied dose after 40 days) and its metabolites were relatively minor in amount (7% of the applied dose). The metabolites identified were: 1-cyclopentyl-3-phenylurea (IV), 1-(4-chlorobenzyl)-3-phenylurea (V), 1-(4-chlorobenzyl)-1-(cis-3-hydroxycyclopentyl)-3-phenylurea (XI) and its trans isomer (XII), and glucosides of (XI) and (XII). Unextractable radiocarbon increased with time from 0.9% (1 day) to 16.5% (40 days). When ¹⁴C-pencycuron was sprayed twice on rice plants before heading and at the heading stage, radioactive residues in rice grains were found 0.56ppm as a pencycuron equivalent, but the radiocarbon was mainly localized in the bran (85%). Intact pencycuron was detected 0.018ppm in hulled rice and 0.003ppm in polished rice. Radiocarbon in grains mainly remained as an unextractable bound residue.

Journal

Journal of Pesticide Science

Journal of Pesticide Science 12 (3), 435-443, 1987

Pesticide Science Society of Japan

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