title: [Biotransformation of the trapidil (rocornal) derivative AR 12463 in the rat].
abstract: After p.o. administration of 5-piperidino-7-[N-pentyl-N-(beta- hydroxyethyl)]amino-s-triazolo[1,5-a]pyrimidine (1; AR 12463) more than 15 metabolites were isolated from urine and feces of male Wistar rats. Only small amounts of unchanged 1 were observed. The structure of 12 metabolites was elucidated or proposed on the basis of UV-, 13C NMR- and mass spectra. Main metabolites are 5-piperidin-4'-olyl-7-[N-pentyl-N-(beta- hydroxyethyl)]amino-s-triazolo[1,5-a]pyrimidine and 5-piperidin-4'-olyl-7-[N-pent-4-olyl-N-(beta-hydroxyet hyl)]amino-s- triazolo[1,5-a]pyrimidine. The other metabolites are mainly hydroxy- or ketopentyl derivatives and piperidinoles or piperidinones, respectively. Conjugates of most of the metabolites were identified, but the ratio phase-I/II metabolites was about 3:1. In contrast to trapidil, 5-methyl-7-diethylamino-s- triazolo[1,5-a]pyrimidine, no hydroxy derivatives of the bicyclic system were observed. The major part of unchanged 1 and metabolites is excreted via kidneys.
authors.affiliation: Sektion Chemie, Humboldt-Universität zu Berlin.
authors.forename: S
authors.initials: S
authors.lastname: Pfeifer
authors.forename: A
authors.initials: A
authors.lastname: Langner
authors.forename: D
authors.initials: D
authors.lastname: Grahlmann
authors.forename: P
authors.initials: P
authors.lastname: Franke
authors.forename: E
authors.initials: E
authors.lastname: Gründemann
authors.forename: E
authors.initials: E
authors.lastname: Tenor
mesh_terms: D000327:Adsorption; D000818:Animals; D001711:Biotransformation; D002855:Chromatography, Thin Layer; D005243:Feces / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D051381:Rats; D011919:Rats, Inbred Strains; D013056:Spectrophotometry, Ultraviolet; D014192:Trapidil / Q000031:analogs & derivatives* / Q000378:metabolism / Q000652:urine
chemical_list: D014192:Trapidil; C053729:AR 12463
vernacular_title: Biotransformation des Trapidil (Rocornal)-Derivates AR 12463 bei der Ratte.