Acetylenic and allenic derivatives of 2-(1-methylindolyl) methylamine as selective inhibitors of the monoamine oxidases A and B

Farmaco Sci. 1988 Jul-Aug;43(7-8):567-73.

Abstract

This paper reports the synthesis of a new series of acetylenic and allenic derivatives of 2-(1-methylindolyl) methylamine as well as the preliminary results of their study as selective inhibitors of the A and B forms of the mitochondrial monoamine oxidase from bovine brain. The compounds were obtained from 2-(1-methylindole)carboxylic acid which, as its acyl halide, reacts with amines to give the respective amides. The latter compounds were reduced with lithium aluminium hydride to the respective amines (II a-c) and then N-alkylated by reaction with 2-propynyl-, 2-butynyl- or 2,3-butadienyl bromides to the corresponding amines (III a-j).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / pharmacology
  • Alkynes / chemical synthesis*
  • Alkynes / pharmacology
  • Animals
  • Brain / enzymology
  • Cattle
  • Chemical Phenomena
  • Chemistry
  • In Vitro Techniques
  • Indoles / chemical synthesis*
  • Indoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Methylamines / chemical synthesis
  • Methylamines / pharmacology
  • Mitochondria / enzymology
  • Monoamine Oxidase Inhibitors / chemical synthesis*

Substances

  • Alkenes
  • Alkynes
  • Indoles
  • Methylamines
  • Monoamine Oxidase Inhibitors