New halogenated tris-(phenylalkyl)amines as h5-HT2B receptor ligands

Bioorg Med Chem Lett. 2016 Jul 15;26(14):3216-3219. doi: 10.1016/j.bmcl.2016.05.079. Epub 2016 May 28.

Abstract

A series of compounds in which various halogen substituents were incorporated into a phenyl ring of a tris-(phenylalkyl)amine scaffold, was synthesized and evaluated for affinity to h5-HT2 receptors. In general, all compounds were found to have good affinity for the 5-HT2B receptor and were selective over 5-HT2A and 5-HT2C receptors. Compound 9i was the most selective compound in this study and is the highest affinity 5-HT2B receptor ligand bearing a tris-(phenylalkyl)amine scaffold to date.

Keywords: 5-HT(2A); 5-HT(2B); CNS; Tris-(phenylalkyl)amine.

Publication types

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

MeSH terms

  • Amines / chemical synthesis
  • Amines / chemistry
  • Amines / pharmacology*
  • Dose-Response Relationship, Drug
  • Humans
  • Ligands
  • Molecular Structure
  • Receptor, Serotonin, 5-HT2A / metabolism
  • Receptor, Serotonin, 5-HT2B / metabolism*
  • Receptor, Serotonin, 5-HT2C / metabolism
  • Structure-Activity Relationship

Substances

  • Amines
  • Ligands
  • Receptor, Serotonin, 5-HT2A
  • Receptor, Serotonin, 5-HT2B
  • Receptor, Serotonin, 5-HT2C