Metabolism of aminoglutethimide in humans. Identification of four new urinary metabolites.

摘要: Four new metabolites of aminoglutethimide have been identified in the urine patients being treated chronically with drug. These were products hydroxylation 3-ethylpiperidine-2,6-dione residue, namely 3-(4-aminophenyl)-3-ethyl-5-hydroxypiperidine-2,6-dione and its acetylamino analog, 3-(4-aminophenyl)-3-(1-hydroxyethyl)piperidine-2,6-dione, 3-(4-aminophenyl)-3-(2-carboxamidoethyl)tetrahydrofuran-2-one, lactone formed by rearrangement 3-(4-aminophenyl)-3-(2-hydroxyethyl)piperidine-2,6-dione. The isolated reverse-phase thin layer chromatography characterized comparison their mass spectra either those synthetic samples or analogous previously rats. minor constituents compared major 3-(4-acetylaminophenyl)-3-ethylpiperidine-2,6-dione 3-(4-hydroxylaminophenyl)-3-ethylpiperidine-2,6-dione. There marked species differences between rat human inasmuch as almost all N-acetylated whereas most not. However, 5-hydroxylation piperidinedione residue was stereoselective same sense both species, cis isomer exclusively. Synthetic cis-3-(4-aminophenyl)-3-ethyl-5-hydroxypiperidine-2,6-dione did not inhibit activity target enzyme systems desmolase aromatase vitro, therefore, like other so far described, is an inactivation product