The in vitro hepatic metabolism of 1-phenyl-2-(2-benzothiazolinone-3-yl)ethanone and their reduced derivatives

The in vitro hepatic microsomal metabolism of 1-phenyI-2- (2-benzothiazolin one-3 -yl)ethanone (I) and (9)-1-Phenyl-2-(2-benzothiazolinone-3-yl)ethanol (II)) was studied using both rat microsomal preparations and soluble fract ions fortified with NADPH. These two substrates and their potential dealkyl ation metabolite 2-benzothiazoIinone were synthesized and their structures were elucidated by spectral methods. The results showed that (I) was metabolised to (LI), the corresponding alco hol by reduction. More alcohol metabolite was observed with microsomes than those obtained with the soluble fractions. No dealkylation of (I) was obse rved in the experiments using both microsomes and soluble fractions. (II) was metabolised to (I), the corresponding ketone by oxidation. However , compared to the metabolism of (I), more ketone metabolite was observed wi th soluble fractions than microsomes;(II) was also dealkylated to (III) wit h only soluble fractions but no dealkylated metabolites were found in the m icrosomes. In addition, a common unknown metabolite was observed with each substrates.