Herbicide perfluidone (1,1,1-trifluoro- N-[2-methyl-4-(phenylsulfonyl)phenyl]methanesulfonamide): Its metabolism in rats and chickens

• Published in: Pesticide biochemistry and physiology Vol. 7; no. 1; pp. 62 - 72
• Main Authors: Paulson, G.D., Jacobsen, A.M., Zaylskie, R.G.
• Format: Journal Article
• Language: English
• Published: Elsevier Inc 01.01.1977
• ISSN: 0048-3575; 1095-9939
• DOI: 10.1016/0048-3575(77)90067-0

Rats and chickens were each given a single oral dose (10 or 100 mg/kg body wt) of 1,1,1-trifluoro- N-[2-methyl-4-(phenylsulfonyl)phenyl- 14C(U)]methanesulfonamide ([ 14C]perfluidone). Depending on the size of the dose, from 8.4 to 36.2% of the [ 14C] was eliminated in the urine and from 36.4 to 85.4% was eliminated in the feces within 48 hr after dosing. Less than 1% of the [ 14C] given to laying hens as [ 14C]perfluidone was present in the eggs produced during the first 96 hr after dosing. The percentage of the administered [ 14C] that remained in these animals (body with G.I. tract and contents removed) varied from 0.34 (96 hr after dosing) to 1.68% (48 hr after dosing). 14C-labeled compunds in the urine and feces from the rats and chickens were purified by solvent extraction, column chromatography, and gas-liquid chromatography, and then identified by infrared and mass spectrometry. The parent compound was the major 14C-labeled component in the urine and feces of both animals. 1,1,1-Trifluoro- N-[2-methyl-4-(3-hydroxyphenylsulfonyl)phenyl]methanesulfonamide was present in the feces of both animals. The proposed structures of other metabolites were 1,1,1-trifluoro- N-hydroxy- N-[2-methyl-4-(phenylsulfonyl)phenyl]methanesulfonamide (rat urine) and 1,1,1-trifluoro- N-{2-methyl-4-[(methylsulfonyl)-phenylsulfonyl]phenyl}methanesulfonamide (chicken urine).