title: Propoxyphene: pathways of metabolism in man and laboratory animals.
abstract: Through the combined use of stable isotope labeling and gas chromatographic mass spectrometric analysis, the metabolic patterns for propoxyphene have been determined in laboratory animals and man. The rat and dog eliminated propoxyphene and its metabolites principally via the bile, while the rabbit more closely resembled man in excreting the metabolic products into urine. Metabolites in rat and rabbit existed as conjugates, whereas in dog and man the metabolites were excreted as a mixture of the free and unconjugated forms. The primary route of metabolism in all species studied was N-demethylation. However, the rat and rabbit extensively hydroxylated propoxyphene and its metabolites prior to elimination. Metabolites arising from ester hydrolysis were found in rat and man. N-acetylated products were identified in all four species. A metabolite formed from cyclization and dehydration of dinorpropoxyphene was isolated in urine and was further identified as a circulating metabolite in dog plasma.
mesh_terms: D000107:Acetylation; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D003500:Cyclization; D011431:Dextropropoxyphene / Q000378:metabolism* / Q000652:urine; D004285:Dogs; D005260:Female; D006801:Humans; D006900:Hydroxylation; D007554:Isotopes; D008297:Male; D013058:Mass Spectrometry; D011817:Rabbits; D051381:Rats
chemical_list: D007554:Isotopes; D011431:Dextropropoxyphene