Synthesis, characterization, and quantitation of para-hydroxymethadone, a metabolite of methadone in the rat.
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.
Gerardy
B M
BM
Kapusta
D
D
Dumont
P
P
Poupaert
J H
JH
D000818:Animals; D001646:Bile / Q000378:metabolism; D001711:Biotransformation; D002845:Chromatography; D008297:Male; D008691:Methadone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism / Q000652:urine; D051381:Rats; D013057:Spectrum Analysis
C049644:6-dimethylamino-4-(4-hydroxyphenyl)-4-phenylheptan-3-one; D008691:Methadone