1-Aminoindanes as novel motif with potential atypical antipsychotic properties

Bioorg Med Chem Lett. 2008 Jan 15;18(2):489-93. doi: 10.1016/j.bmcl.2007.11.106. Epub 2007 Dec 3.

Abstract

As part of an on-going effort to investigate the chemical space requirements for D(2)/5-HT(2A) receptor antagonists as atypical antipsychotics, new 1-aminoindanes were synthesized. The replacement of the heterocycle (oxindole) in ziprasidone with a carbocycle (indane) was well tolerated and was found to retain binding affinities for dopamine D(2), serotonin 5-HT(2A), and serotonin 5-HT(1A). Such compounds hold promise as a new chemical motif with atypical antipsychotic properties for the treatment of schizophrenia and related disorders.

MeSH terms

  • Antipsychotic Agents / chemistry
  • Antipsychotic Agents / metabolism
  • Antipsychotic Agents / pharmacology*
  • ERG1 Potassium Channel
  • Ether-A-Go-Go Potassium Channels / drug effects
  • Humans
  • Indans / chemistry
  • Indans / metabolism
  • Indans / pharmacology*
  • Molecular Structure
  • Receptor, Serotonin, 5-HT1A / metabolism
  • Receptor, Serotonin, 5-HT2A / metabolism
  • Receptors, Dopamine D2 / metabolism

Substances

  • Antipsychotic Agents
  • ERG1 Potassium Channel
  • Ether-A-Go-Go Potassium Channels
  • Indans
  • Receptor, Serotonin, 5-HT2A
  • Receptors, Dopamine D2
  • Receptor, Serotonin, 5-HT1A
  • 1-aminoindan