RT Journal Article
SR Electronic
T1 ISOLATION AND STEREOCHEMICAL IDENTIFICATION OF A METABOLITE OF NALTREXONE FROM HUMAN URINE
JF Drug Metabolism and Disposition
JO Drug Metab Dispos
FD American Society for Pharmacology and Experimental Therapeutics
SP 401
OP 405
VO 2
IS 5
A1 NITHIANANDA CHATTERJIE
A1 JAMES M. FUJIMOTO
A1 CHARLES E. INTURRISI
A1 SANDRA ROERIG
A1 RICHARD I. H. WANG
A1 DAVID V. BOWEN
A1 FRANK H. FIELD
A1 DONALD D. CLARKE
YR 1974
UL http://dmd.aspetjournals.org/content/2/5/401.abstract
AB Pooled urine samples from patients receiving 100-200 mg of naltrexone per day orally were extracted; the basic (alkaloid) compounds derived were isolated by preparative thin-layer chromatography. The major metabolite of naltrexone was found to be an epimer of N-cyclopropylmethyl-14-hydroxy-7,8-dihydronormorphine wherein the 6-keto group of naltrexone had been reduced to yield the 6β-hydroxy epimer (an isomorphine). This conclusion was based on infrared, mass, and nuclear magnetic resonance spectra studies. Furthermore, the reduction product formed in vitro in a soluble chicken liver enzyme system from naltrexone and an in vivo metabolite of naloxone derived from the chicken were found to have the more commonly expected 6α-hydroxy orientation. Copyright © 1974 by The American Society for Pharmacology and Experimental Therapeutics