PHENCYCLIDINE METABOLISM INVITRO - THE FORMATION OF A CARBINOLAMINE AND ITS METABOLITES BY RABBIT LIVER PREPARATIONS

  • 1 January 1983
    • journal article
    • research article
    • Vol. 11  (1) , 47-53
Abstract
Four products of the in vitro oxidative metabolism of the piperidine ring of phencyclidine [a drug of abuse], 5-(1-phenylcyclohexylamino)valeraldehyde, V; N-(1-phenylcyclohexyl)-1,2,3,4-tetrahydropyridine, VIII; 5-(1-phenylcyclohexylamino)valeric acid, VII and 1-phenylcyclohexylamine, IX, were identified following derivatization, by GC/MS [gas chromatography/mass spectrometry] with stable isotope labeling and/or synthesis. The enamine, VIII, may be a work-up elimination product of a carbinolamine, .alpha.-hydroxy-N-(1-phenylcyclohexyl)piperidine, IV. The formation of all metabolites requires microsomal enzymes, but VII and N-(5-hydroxypentyl)-1-phenylcyclohexylamine, VI, also require soluble enzymes. Quantitative or semiquantitative data show that VI and VIII appear and disappear with time, whereas VII seems to be a terminal metabolite.