Novel 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines are potent 5-HT(6) agonists

Bioorg Med Chem. 2009 Jul 15;17(14):5153-63. doi: 10.1016/j.bmc.2009.05.055. Epub 2009 May 29.

Abstract

A series of 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines 10a-z was prepared as novel 5-HT(6) ligands. The best compounds were high affinity, full agonists at 5-HT(6) receptors. Several agonists demonstrated good selectivity over other serotonergic and dopaminergic receptors. Acute administration of selective agonist 10e significantly increased extracellular GABA concentrations in rat frontal cortex. This compound also reduced adjunctive drinking behavior in the rat schedule-induced polydipsia assay, possibly predictive of efficacy in obsessive compulsive disorder and other anxiety related disorders.

MeSH terms

  • Animals
  • Cerebral Cortex / drug effects*
  • Cerebral Cortex / metabolism
  • Drinking Behavior / drug effects*
  • Glutamic Acid / analysis
  • Glutamic Acid / metabolism
  • HeLa Cells
  • Humans
  • Protein Binding
  • Rats
  • Receptors, Serotonin / metabolism*
  • Serotonin Receptor Agonists / administration & dosage
  • Serotonin Receptor Agonists / chemical synthesis
  • Serotonin Receptor Agonists / chemistry*
  • Serotonin Receptor Agonists / pharmacology*
  • gamma-Aminobutyric Acid / analysis
  • gamma-Aminobutyric Acid / metabolism

Substances

  • Receptors, Serotonin
  • Serotonin Receptor Agonists
  • serotonin 6 receptor
  • Glutamic Acid
  • gamma-Aminobutyric Acid