Primary aliphatic amine metabolism: The formation of a stable imine metabolite

Amala Soumyanath, M. Christou, J. W. Gorrod

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The possible role of hydroxylamine and imine intermediates in the metabolism of amphetamine and related primary amines is discussed. The inherent instability of imines, has hitherto precluded the recognition of these compounds as metabolites of primary amines. During studies on the metabolism of o-methylbenzhydrylamine using washed hepatic microsomes from a number of mammalian species, the formation of o-methylbenzophenoneimine as a metabolite was observed. This metabolite was identified by preparative thin layer chromatography followed by gas-chromatography combined with mass spectrometry.

Original languageEnglish (US)
Pages (from-to)279-283
Number of pages5
JournalEuropean Journal of Drug Metabolism and Pharmacokinetics
Volume12
Issue number4
DOIs
StatePublished - Oct 1987
Externally publishedYes

Fingerprint

Imines
Amines
Hydroxylamine
Amphetamine
Thin Layer Chromatography
Microsomes
Gas Chromatography
Mass Spectrometry
Liver

Keywords

  • Imine metabolite
  • o-methylbenzhydrylamine
  • primary amines

ASJC Scopus subject areas

  • Pharmacology
  • Pharmacology (medical)
  • Pharmacology, Toxicology and Pharmaceutics(all)

Cite this

Primary aliphatic amine metabolism : The formation of a stable imine metabolite. / Soumyanath, Amala; Christou, M.; Gorrod, J. W.

In: European Journal of Drug Metabolism and Pharmacokinetics, Vol. 12, No. 4, 10.1987, p. 279-283.

Research output: Contribution to journalArticle

@article{fdc2e582360d43d99954457e8fbcb90b,
title = "Primary aliphatic amine metabolism: The formation of a stable imine metabolite",
abstract = "The possible role of hydroxylamine and imine intermediates in the metabolism of amphetamine and related primary amines is discussed. The inherent instability of imines, has hitherto precluded the recognition of these compounds as metabolites of primary amines. During studies on the metabolism of o-methylbenzhydrylamine using washed hepatic microsomes from a number of mammalian species, the formation of o-methylbenzophenoneimine as a metabolite was observed. This metabolite was identified by preparative thin layer chromatography followed by gas-chromatography combined with mass spectrometry.",
keywords = "Imine metabolite, o-methylbenzhydrylamine, primary amines",
author = "Amala Soumyanath and M. Christou and Gorrod, {J. W.}",
year = "1987",
month = "10",
doi = "10.1007/BF03189913",
language = "English (US)",
volume = "12",
pages = "279--283",
journal = "European Journal of Drug Metabolism and Pharmacokinetics",
issn = "0378-7966",
publisher = "Springer Paris",
number = "4",

}

TY - JOUR

T1 - Primary aliphatic amine metabolism

T2 - The formation of a stable imine metabolite

AU - Soumyanath, Amala

AU - Christou, M.

AU - Gorrod, J. W.

PY - 1987/10

Y1 - 1987/10

N2 - The possible role of hydroxylamine and imine intermediates in the metabolism of amphetamine and related primary amines is discussed. The inherent instability of imines, has hitherto precluded the recognition of these compounds as metabolites of primary amines. During studies on the metabolism of o-methylbenzhydrylamine using washed hepatic microsomes from a number of mammalian species, the formation of o-methylbenzophenoneimine as a metabolite was observed. This metabolite was identified by preparative thin layer chromatography followed by gas-chromatography combined with mass spectrometry.

AB - The possible role of hydroxylamine and imine intermediates in the metabolism of amphetamine and related primary amines is discussed. The inherent instability of imines, has hitherto precluded the recognition of these compounds as metabolites of primary amines. During studies on the metabolism of o-methylbenzhydrylamine using washed hepatic microsomes from a number of mammalian species, the formation of o-methylbenzophenoneimine as a metabolite was observed. This metabolite was identified by preparative thin layer chromatography followed by gas-chromatography combined with mass spectrometry.

KW - Imine metabolite

KW - o-methylbenzhydrylamine

KW - primary amines

UR - http://www.scopus.com/inward/record.url?scp=0023551563&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0023551563&partnerID=8YFLogxK

U2 - 10.1007/BF03189913

DO - 10.1007/BF03189913

M3 - Article

C2 - 3449386

AN - SCOPUS:0023551563

VL - 12

SP - 279

EP - 283

JO - European Journal of Drug Metabolism and Pharmacokinetics

JF - European Journal of Drug Metabolism and Pharmacokinetics

SN - 0378-7966

IS - 4

ER -