TY - JOUR T1 - THE USE OF MASS SPECTROSCOPY AND <sup>13</sup>C AND <sup>1</sup>H NUCLEAR MAGNETIC RESONANCE IN THE CHARACTERIZATION OF 1-METHYL-(2,6-XYLYLOXY)ETHYLAMINE METABOLITES JF - Drug Metabolism and Disposition JO - Drug Metab Dispos SP - 506 LP - 515 VL - 1 IS - 2 AU - K. N. SCOTT AU - M. W. COUCH AU - B. J. WILDER AU - C. M. WILLIAMS Y1 - 1973/03/01 UR - http://dmd.aspetjournals.org/content/1/2/506.abstract N2 - The metabolism of a recently developed anticonvulsant drug, 1-methyl-(2,6-xylyloxy)ethylamine (KÖ 1173), was investigated by a combination of gas chromatography, chemical ionization and high-resolution electron impact mass spectrometry, and proton and 13C nuclear magnetic resonance spectrometry. Two unknown metabolites in the urine of a patient taking the drug were trapped in milligram amounts by preparative gas chromatography. In conjunction with chemical ionization, high-resolution electron impact mass spectrometry gave unequivocal empirical formulae for the two peaks: each metabolite had the same empirical formula as the drug plus one oxygen atom. Proton and 13C nuclear magnetic resonance spectrometry showed that one metabolite was the free base having a hydroxyl group para to the ether linkage, and the other metabolite was the free base having one of the methyl groups replaced by a CH2OH group. The four spectroscopic techniques employed provide a powerful tool for the identification of drug metabolites. Copyright © 1973 by The American Society for Pharmacology and Experimental Therapeutics ER -