Studies on Drug Metabolism by Use of Isotopes. XXII. Identification of Human Urinary Metabolites of 3-Phenylpropyl Carbamate by an Ion Cluster Technique

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The human urinary metabolites of 3-phenylpropyl carbamate (I) were analysed by using an ion cluster technique. After oral administration of an equimolar mixture of non-labeled I and deuterium labeled I, neutral metabolites were extracted with ethyl acetate at pH 7.0,trimethylsilylated and subjected to gas chromatograph-mass spectro-meter. In the case of the analysis of acidic metabolites, the urine of human receiving deuterium labeled I alone was used. The obtained acidic metabolites were methylated with diazomethane and subjected to gas chromatograph-mass spectrometer. As neutral metabolites, 3-hydroxy-3-phenylpropyl carbamate, 2,3-dihydroxy-3-phenylpropyl carbamate and 3,4'-dihydroxy-3-phenylpropyl carbamate were identified. Unchanged I, however, was not detected. Benzoic and hippuric acids originated from I could be clearly distinguished from the corresponding compounds endogenously produced.
1978-04-25