title: In vivo metabolism of clebopride in three animal species and in man.
abstract: Clebopride is extensively metabolized in the rat, rabbit, dog, and man. By use of chromatographic methods, up to 25 metabolites in hydrolyzed and nonhydrolyzed urine have been detected. All four species produced the same main metabolites, as indicated by thin-layer chromatography. These, isolated from urine of the three animal species, were identified as N-(4'-piperidyl)-2-methoxy-4-amino-5-chlorobenzamide, N-(4'-piperidyl-2'-one)-2-methoxy-4-amino-5-chlorobenzamide, and N-(1'-alpha-hydroxybenzyl-4'-piperidyl)-2-methoxy-4-amino-5-chlorobenzamide (tentative structure of a carbinolamine more stable than expected). In the dog, 2-methoxy-4-amino-5-chlorobenzoic acid was also detected. N4-glucuronidation of clebopride and some of its metabolites has been shown to occur in the three animal species. The rabbit produced large amounts of these conjugates. Clebopride N4-sulfonate was not present in the urine of any of the species investigated.
mesh_terms: D000818:Animals; D001549:Benzamides / Q000378:metabolism* / Q000652:urine; D055598:Chemical Phenomena; D002621:Chemistry; D004285:Dogs; D005260:Female; D006801:Humans; D008297:Male; D013058:Mass Spectrometry; D010880:Piperidines / Q000378:metabolism* / Q000652:urine; D011817:Rabbits; D051381:Rats; D013045:Species Specificity
chemical_list: D001549:Benzamides; D010880:Piperidines; C014417:clebopride