J. Daly, G. Guroff, S. Udenfriend
1968
Citations
0
Influential Citations
52
Citations
Quality indicators
Journal
Biochemical pharmacology
Abstract
Abstract The hydroxylation of a variety of halo and alkyl substituted anilines and acetanilides with hepatic microsomal preparations was studied. 4 Chloro- and 4-fluoro-acetanilides and anilines were hydroxylated to the corresponding 4-hydroxy derivatives with loss of halogen. The 4-chloro derivatives were extremely poor substrates for the aryl hydroxylases. 3-Methyl-, 3-chloro-, and 3-fluoro-acetanilides were metabolized to the corresponding 4-hydroxy-3-substituted acetanilide. 4-Methylaniline, 4-methyl-acetanilide, and 4-ethylacetanilide were not substrates for aryl hydroxylation, but instead underwent side-chain oxidation to form, respectively, 4-hydroxymethylaniline, 4-hydroxymethylacetanilide, and 4-(1′-hydroxyethyl)acetanilide. The hydroxymethyl compounds were further oxidized to aldehydes.