The Stereoselective Metabolism of Some Fluorinated Hydratropic Acids
Magneson, Gerald R.
MetadataShow full item record
Results from studies in dogs showed that, after single-dose oral administration, the (-) isomers of hydratropic acid, m-fluorohydratropic acid and p-fluorohydratropic acid were stereoselectively inverted to the (+) isomers. As compared to the ratio of (+) and (-) isomers from the intact drug in peripheral circulation or excreted in urine, the (+) isomers of hydratropic acid and m-fluorohydratr6pic acid were preferentially conjugated to glycine. Little, if any, isomeric inversion was found after oral administration of (-)-2- phenylbutyric acid. It is concluded that introduction of a fluorine atom into the positions meta or para to the aromatic nucleus of hydratropic acid does not inhibit stereoselective isomer inversion in dogs.