2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT6 receptor agonists

Bioorg Med Chem Lett. 2005 Oct 1;15(19):4230-4. doi: 10.1016/j.bmcl.2005.06.067.

Abstract

A series of 2-alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles were synthesized and evaluated for their 5-HT6 activity. The most potent agonist in this series was 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole with an IC50=7.4 nM in 3H-LSD binding and an EC50=1.0 nM in a functional assay measuring production of cyclic AMP.

MeSH terms

  • Cell Line
  • Cyclic AMP / biosynthesis
  • Humans
  • Indoles / chemical synthesis*
  • Indoles / pharmacology
  • Pyridines / chemical synthesis*
  • Pyridines / pharmacology
  • Radioligand Assay
  • Receptors, Serotonin / chemistry*
  • Receptors, Serotonin / metabolism
  • Serotonin Receptor Agonists / chemical synthesis*
  • Serotonin Receptor Agonists / pharmacology
  • Structure-Activity Relationship

Substances

  • 5-chloro-2-methyl-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole
  • Indoles
  • Pyridines
  • Receptors, Serotonin
  • Serotonin Receptor Agonists
  • serotonin 6 receptor
  • Cyclic AMP