Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT(2A) receptors

ChemMedChem. 2008 Sep;3(9):1299-309. doi: 10.1002/cmdc.200800133.

Abstract

Agonist activation of central 5-HT(2A) receptors results in diverse effects, such as hallucinations and changes of consciousness. Recent findings indicate that activation of the 5-HT(2A) receptor also leads to interesting physiological responses, possibly holding therapeutic value. Selective agonists are needed to study the full therapeutic potential of this receptor. 5-HT(2A) ligands with agonist profiles are primarily derived from phenylalkylamines, indolealkylamines, and certain piperazines. Of these, phenylalkylamines, most notably substituted phenylisopropylamines, are considered the most selective agonists for 5-HT(2) receptors. This review summarizes the structure-activity relationships (SAR) of phenylalkylamines as agonist ligands for 5-HT(2A) receptors. Selectivity is a central theme, as is selectivity for the 5-HT(2A) receptor and for its specific signaling pathways. SAR data from receptor affinity studies, functional assays, behavioral drug discrimination as well as human studies are discussed.

Publication types

  • Review

MeSH terms

  • Amines / chemistry
  • Amines / pharmacology*
  • Animals
  • Drug Design
  • Humans
  • Ligands
  • Molecular Structure
  • Receptor, Serotonin, 5-HT2A / genetics
  • Serotonin 5-HT2 Receptor Agonists*
  • Serotonin Receptor Agonists / chemistry
  • Serotonin Receptor Agonists / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Amines
  • Ligands
  • Receptor, Serotonin, 5-HT2A
  • Serotonin 5-HT2 Receptor Agonists
  • Serotonin Receptor Agonists