A new class of selective, non-basic 5-HT2A receptor antagonists

Bioorg Med Chem Lett. 2006 Jun 15;16(12):3201-4. doi: 10.1016/j.bmcl.2006.03.050. Epub 2006 May 2.

Abstract

Based on an existing series of 5-HT2A receptor ligands containing a basic nitrogen, we designed a non-basic lead that had reduced affinity for both the 5-HT2A receptor and the IKr potassium channel. The present paper describes the development of this lead to a novel series of non-basic piperidine sulfonamides and amides that have high affinity for the 5-HT2A receptor, whilst maintaining excellent selectivity over off target activities such as the IKr channel. This work has shown that the proposed pharmacophore model for the 5-HT2A receptor which suggests that a basic nitrogen is required for the binding of ligands is questionable.

MeSH terms

  • Humans
  • Molecular Structure
  • Receptor, Serotonin, 5-HT2A / metabolism
  • Serotonin 5-HT2 Receptor Antagonists*
  • Structure-Activity Relationship

Substances

  • Receptor, Serotonin, 5-HT2A
  • Serotonin 5-HT2 Receptor Antagonists