Radioisotopic and synthetic studies related to caroxazone metabolism in man.
Labelled 2-oxo-2H-1,3-benzoxazine-3(4H)-acetamide (caroxazone), has been synthesized by condensing N-(2-hydroxylbenzyl/glycinamide with 14C phosgene. Metabolic studies were performed administering the labelled drug to man and recovering metabolites from the urines. Beside the unchanged drug, five metabolites were identified and confirmed by synthesis, namely (3,4-dihydro-3-carboxamidomethyl-2-oxo-2H-1,3-benzoxazin-4-yl)urea (IX), N-carboxamidomethyl o-hydroxymethylphenyl carbamate (V), 4-methoxy-2-oxo-2H-1,3-benzoxazine-3(4H)acetamide (VIIIa), 2-oxo-2H-1,3-benzoxazine-3(4H)acetic acid (III) and 4-hydroxy-2-oxo-2H-1,3-benzoxazine-3(4H)acetamide (IV).
D000577:Amides / Q000378:metabolism / Q000652:urine; D000928:Antidepressive Agents / Q000378:metabolism* / Q000652:urine; D001711:Biotransformation; D006801:Humans; D010078:Oxazines / Q000378:metabolism* / Q000652:urine
D000577:Amides; D000928:Antidepressive Agents; D010078:Oxazines