Synthesis, characterization, and quantitation of para-hydroxymethadone, a metabolite of methadone in the rat

Gerardy, B.M.; Kapusta, D.; Dumont, P.; Poupaert, J.H.

Drug Metabolism and Disposition the Biological Fate of Chemicals 14(4): 477-481

1986


ISSN/ISBN: 0090-9556
PMID: 2873996
Document Number: 281085
To demonstrate a p-hydroxylation process in the metabolism of methadone, we have synthesized para-hydroxymethadone and characterized it by spectroscopy (IR, 13C-NMR, mass spectrometry) and chromatography (thin layer chromatography, gas-liquid chromatography, and HPLC). para-Hydroxymethadone was isolated by HPLC from the urine of rats treated with (R,S)-methadone. para-Hydroxymethadone in the urine and in the bile represents 1.82 and 38.08%, respectively, of the administered dose. para-Hydroxymethadone does not exhibit any opioid-like activity.

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Synthesis, characterization, and quantitation of para-hydroxymethadone, a metabolite of methadone in the rat