Microsomal N-hydroxylation of trans-4'-alkoxy-4-acetamidostilbenes

Hamster liver microsomes catalyze the N-hydroxylation of the 4'-OCH3, 4'-OCH2CH3, 4'-O(CH2)2CH3, and 4'-O(CH2)3CH3 analogs of trans-4-acetamidostilbene. Other metabolites which were identified were the O-deethylation product of the 4'-OCH2CH3 analog as well as the alpha,beta-epoxides of the 4'-OCH2CH3 and 4'-O(CH2)2CH3 compounds and the (omega-1)-hydroxylation product of trans-4'-n-butoxy-4-acetamidostilbene. The kinetics of metabolism of the 4'-O(CH2)3CH3 analog were determined, but the rates of formation of the metabolites of the other members of the series were not linearly related to substrate concentration.