Metabolism of pyraclofos in rats
1993
Tashiro, S. (Takeda Chemical Industries Ltd., Osaka (Japan)) | Miyagawa, H. | Sugita, N. | Okada, Y.
After a single or seven consecutive daily oral administration of pyraclofos ((R,S)-[O-1-(4-chlorophenyl)pyrazol-4-yl O-ethyl S-propyl phosphorothioate], Boltage(R)) labeled with 14C at the benzene ring to male and female rats at the rate of 5 mg/kg, radioactivity (14C) excreted into the urine, feces and expired air in 7 days was 87-95%, 4-5% and less than 0.1%, respectively. The major excretion route was urine. 14C in the blood of both sexes reached maximum 4 hr after administration, and the concentration was relatively high in the liver, kidney and lung. 14C in the brain and spinal cord was extremely low, and there was no accumulation of 14C in the specific tissues 7 days after both single and seven consecutive daily administration. Six metabolites were identified in the urine and feces: 1-(4-chlorophenyl)-4-hydroxypyrazole (CHP), sulfate conjugation of CHP, 1-(4-chlorophenyl)pyrazol-4-yl S-propyl hydrogen phosphorothioate, 1-)4-chlorophenyl)pyrazol-4-yl O-ethyl hydrogen phosphorothioate, O-ethyl S-propyl hydrogen phosphorothioate and O-ethyl phosphoric acid. The amount of the parent compound was in both urine and feces. Major metabolic pathways of pyraclofos were cleavage of P-O-aryl, P-O-alkyl and P-S-alkyl bonds, and conjugation of CHP with sulfuric acid
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