PT - JOURNAL ARTICLE AU - R J Bopp AU - J F Nash AU - A S Ridolfo AU - E R Shepard TI - Stereoselective inversion of (R)-(-)-benoxaprofen to the (S)-(+)-enantiomer in humans. DP - 1979 Nov 01 TA - Drug Metabolism and Disposition PG - 356--359 VI - 7 IP - 6 4099 - http://dmd.aspetjournals.org/content/7/6/356.short 4100 - http://dmd.aspetjournals.org/content/7/6/356.full SO - Drug Metab Dispos1979 Nov 01; 7 AB - 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.