N-depyridination and N-dedimethylaminoethylation of tripelennamine and pyrilamine in the rat. New metabolic pathways.
N-(2-Dimethylaminoethyl)benzylamine and 2-benzylaminopyridine were identified as two new urinary metabolites of tripelennamine in the rat by GC/MS. 2-(4-Methoxybenzylamino)-pyridine and N-(dimethylaminoethyl)-4-hydroxybenzylamine were identified as new urinary metabolites of pyrilamine by GC/MS. Thus, in addition to N- and O-demethylation, hydroxylation, and glucuronidation, N-debenzylation, N-depyridination and N-dedimethylaminoethylation were shown to be novel pathways for metabolism of tripelennamine and pyrilamine. The mechanism for N-depyridination and N-dealkylation is discussed.
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National Institute on Drug Abuse, Addiction Research Center, Baltimore, MD 21224.
D000631:Aminopyridines / Q000378:metabolism*; D000818:Animals; D001711:Biotransformation; D008401:Gas Chromatography-Mass Spectrometry; D005965:Glucuronates / Q000378:metabolism; D006900:Hydroxylation; D066298:In Vitro Techniques; D008297:Male; D011738:Pyrilamine / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains; D014309:Tripelennamine / Q000378:metabolism*
D000631:Aminopyridines; D005965:Glucuronates; D014309:Tripelennamine; D011738:Pyrilamine