Abstract
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.
Footnotes
- Received August 21, 1972.
- Copyright © 1973 by The American Society for Pharmacology and Experimental Therapeutics
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