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. 1979 Nov-Dec;7(6):356-9.

Stereoselective inversion of (R)-(-)-benoxaprofen to the (S)-(+)-enantiomer in humans

  • PMID: 43219

Stereoselective inversion of (R)-(-)-benoxaprofen to the (S)-(+)-enantiomer in humans

R J Bopp et al. Drug Metab Dispos. 1979 Nov-Dec.

Abstract

The enantiomeric composition of benoxaprofen [(RS)-2-(P-chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid] in plasma and urine was determined after oral administration of both the racemic mixture and the (R)-(-)-enantiomer to normal human volunteers. Resolution of the diastereomeric amides, formed by the reaction of the enantiomers with (S)-(-)-apha-methylbenzylamine, was accomplished by gas chromatography. The (R)-(-1)-enantiomer of the parent drug was stereoselectively inverted to its (S)-(+) isomer in humans.

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