Alpha-ethyltryptamines as dual dopamine-serotonin releasers

Bioorg Med Chem Lett. 2014 Oct 1;24(19):4754-4758. doi: 10.1016/j.bmcl.2014.07.062. Epub 2014 Jul 29.

Abstract

The dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporter releasing activity and serotonin-2A (5-HT2A) receptor agonist activity of a series of substituted tryptamines are reported. Three compounds, 7b, (+)-7d and 7f, were found to be potent dual DA/5-HT releasers and were >10-fold less potent as NE releasers. Additionally, these compounds had different activity profiles at the 5-HT2A receptor. The unique combination of dual DA/5-HT releasing activity and 5-HT2A receptor activity suggests that these compounds could represent a new class of neurotransmitter releasers with therapeutic potential.

Keywords: 5-HT 2A receptor; 5-HT releasers; DA releasers; Tryptamines.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Dopamine / metabolism*
  • Dose-Response Relationship, Drug
  • Humans
  • Molecular Structure
  • Norepinephrine / metabolism
  • Receptor, Serotonin, 5-HT2A / metabolism
  • Serotonin / metabolism*
  • Serotonin 5-HT2 Receptor Agonists / chemical synthesis
  • Serotonin 5-HT2 Receptor Agonists / chemistry
  • Serotonin 5-HT2 Receptor Agonists / pharmacology*
  • Structure-Activity Relationship
  • Tryptamines / chemical synthesis
  • Tryptamines / chemistry
  • Tryptamines / pharmacology*

Substances

  • Receptor, Serotonin, 5-HT2A
  • Serotonin 5-HT2 Receptor Agonists
  • Tryptamines
  • Serotonin
  • etryptamine
  • Dopamine
  • Norepinephrine