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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Abstract
The human urinary metabolites of 3-phenylpropyl carbamate (I) were analyzed by using an ion cluster technique. After oral administration of an equimolar mixture of non-labeled I and 2H labeled I, neutral metabolites were extracted with ethyl acetate at pH 7.0, trimethylsilylated and subjected to gas chromatograph-mass spectrometer. In the case of the analysis of acidic metabolites, the urine of a human receiving deuterium 2H labeled I alone was used. The 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 was not detected. Benzoic and hippuric acids originating from I could be clearly distinguished from the corresponding compounds endogenously produced.

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