In vitro microsomal metabolism of nuclear chloro substituted secondary amines and imines

Eur J Drug Metab Pharmacokinet. Oct-Dec 1997;22(4):351-8. doi: 10.1007/BF03190970.

Abstract

The metabolism of N-(4-chlorobenzyl)-4-chloroaniline (CBCA), N-(4-chlorobenzyl)-4-chlorobenzylamine (CBCBA), and N-(4-chlorobenzylidene)-4-chlorobenzylamine (CBDCBA) were studied in vitro using rat liver microsomal preparations. The secondary amines produced the corresponding N-oxidation products (hydroxylamines and nitrones) and dealkylation products (4-chlorobenzaldehyde and primary amines). Both secondary amines failed to produce the corresponding amides, whilst the parent imine was detected as a metabonate. CBDCBA, the intermediate imine of CBCBA metabolism, was also incubated under similar conditions. However, no oxaziridine was detected.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / metabolism*
  • Animals
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Imines / metabolism*
  • In Vitro Techniques
  • Male
  • Microsomes, Liver / metabolism*
  • NADP / metabolism
  • Rats
  • Spectrophotometry, Ultraviolet

Substances

  • Amines
  • Imines
  • NADP