TY - JOUR T1 - Structure-activity relationship for deacetylation of a homologous series of phenacetin analogs and their N-hydroxy derivatives. JF - Drug Metabolism and Disposition JO - Drug Metab Dispos SP - 471 LP - 476 VL - 11 IS - 5 AU - G S Estus AU - J J Mieyal Y1 - 1983/09/01 UR - http://dmd.aspetjournals.org/content/11/5/471.abstract N2 - Deacetylation of a homologous series of alkoxy acetanilides (p-methoxy-, p-ethoxy- (phenacetin), p-(n)-propoxy- and p-(n)-butoxyacetanilide) and three of the corresponding N-hydroxy derivatives was examined in microsomal fractions from the livers and kidneys of C57BL/6J mice. The rates of deacetylation of the phenacetin analogs to the corresponding amines were found to increase with increasing alkyl chain length. With the N-hydroxy derivatives, the apparent KM was found to decrease with increasing chain length, while the Vmax was relatively unaffected. Treatment of the microsomes with the esterase inhibitor bis-p-nitrophenylphosphate resulted in quite similar extents of inhibition of the deacetylation of the phenacetin analogs and their N-hydroxy derivatives. ER -