Abstract
Human urinary metabolites of the oral anti-rheumatic drug RS-2(4-isobutylphenyl)propionic acid (“ibuprofen”) have been further characterised by gas chromatograph-mass spectrometry of appropriate derivatives. Gas-phase analytical resoltion of diasteromeric amides formed with R-(−)-α-phenylethylamine showed that the excreted drug was enriched in the (−)-enantiomer. Four other metabolites resulted from oxidative transformations of the isobutyl group; the stuctures of two of these had previously been reported by other workers. Retention index values (for OV-1, OV-17 and QF-1 phases) are recorded, together with salient mass spectrometric data.
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