The metabolism of 3-chloro-4-fluoro-aniline in dog and rat

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Abstract
1. 3-Chloro-4-fluoro[14C]aniline, orally administered to a female dog (0–135 mg kg). was eliminated in the urine as 2-amino-4-chloro-5-fluorophenyl sulphate (83% in 48 h). 2. When 3-chloro-4-fluoro[14C]aniline was administered orally to male rats (ca 2.3 mg/kg), the 0–24 h urine contained 2-amino-4-chloro-5-fluorophenyl sulphate (52% of the aniline dosed), N-(5-chloro-4-fluoro-2-hydroxyphenyl)acetamide (13%) and an unidentified metabolite (16%). 3. 2-Amino-4-chloro-5-fluorophenyl sulphate was identified after extraction as salts by proton and fluorine-19 magnetic resonance spectroscopy. N-(5-Chloro-4-fluoro-2-hydroxyphenyl)acetamide was identified by mass spectrometry and proton magnetic resonance spectroscopy.