Journal
XENOBIOTICA
Volume 36, Issue 1, Pages 59-77Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/00498250500489927
Keywords
3-chloro-4-fluoroaniline; HPLC-ICPMS; HPLC-MS; (14) C-radiolabelling; F-19-NMR; aniline metabolism
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The metabolic fate of 3-chloro-4-fluoroaniline was investigated in rat following intraperitoneal (i.p.) administration at 5 and 50 mg kg(-1) using a combination of HPLC-MS, HPLC-MS/MS, F-19-NMR spectroscopy, HPLC-NMR spectroscopy and high-pressure liquid chromatography-inductively coupled plasma mass spectrometry (HPLC-ICPMS) with Cl-35 and S-34 detection. The metabolism of 3-chloro-4-fluoroaniline at both doses was rapid and extensive, to a large number of metabolites, with little unchanged compound excreted via the urine. Dosing at 5 mg kg(-1) with [C-14]-labelled compound enabled the comparison of standard radioassay analysis methods with F-19-NMR spectroscopy. F-19-NMR resonances were only readily detectable in the 0 - 12 h post-dose samples. Dosing at 50 mg kg(-1) allowed the facile and specific detection and quantification of metabolites by F-19-NMR spectroscopy. Metabolite profiling was also possible at this dose level using HPLC-ICPMS with Cl-35-specific detection. The principal metabolites of 3-chloro-4-fluoroaniline were identified as 2-amino-4-chloro-5-fluorophenyl sulfate and 2-acetamido-4-chloro-5-fluorophenyl glucuronide. N-acetylation and hydroxylation followed by O-sulfation were the major metabolic transformations observed.
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