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Fate of prothiofos (O-2,4-dichlorophenyl O-ethyl S-propyl phosphorodithioate) in rats
Authors:Isao Ueyama  Iwao Takase
Institution:Agricultural Chemicals Institute, Nihon Tokushu Noyaku Seizo K.K., Hino-shi, Tokyo 191, Japan
Abstract:The fate of prothiofos (O-2,4-dichlorophenyl O-ethyl S-propyl phosphorodithioate) were studied in male rats 1, 3, 8, 24, 48, and 120 hr after oral administration. In the determination of prothiofos by gas chromatography-mass spectrometry, pentadeuteroethoxy-labeled prothiofos was used as the internal standard and the carrier of residual prothiofos. Prothiofos was rapidly absorbed from the small intestine and had substantially disappeared from the gastrointestinal tract within 24 hr after dosing. The residual concentrations of prothiofos in all organs analyzed, reached a maximum at 3 hr after dosing, and then diminished exponentially. The major urinary metabolites were 2,4-dichlorophenol (21% of administered prothiofos), its conjugated substances (26%), O-2,4-dichlorophenyl O-ethyl hydrogen phosphorothioate (14%), and O-2,4-dichlorophenyl O-ethyl hydrogen phosphate (25%). While prothiofos was found in the feces (3.8%), prothiofos oxygen analog (prothiofos-oxon) was scarcely detected in any excreta. Results obtained with a single dosing of prothiofos-oxon indicated that the oxygen analog formed from prothiofos in vivo was rapidly degraded through cleavage of the PS bond and the liberation of 2,4-dichlorophenol. The low mammalian toxicity of prothiofos is probably due to depropylthiolation in the molecule.
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