Synthesis and evaluation of novel tricyclic benzo[4.5]cyclohepta[1.2]pyridine derivatives as NMDA/NR2B antagonists

Bioorg Med Chem Lett. 2009 Sep 1;19(17):5132-5. doi: 10.1016/j.bmcl.2009.07.028. Epub 2009 Jul 10.

Abstract

A novel series of annulated tricyclic compounds was synthesized and evaluated as NMDA/NR2B antagonists. Structure-activity development was directed towards in vitro optimization of NR2B activity and selectivity over the hERG K(+) channel. Preferred compounds were subsequently evaluated for selectivity in an alpha(1)-adrenergic receptor binding counter-screen and a cell-based assay of NR2B activity.

MeSH terms

  • Benzocycloheptenes / chemical synthesis*
  • Benzocycloheptenes / chemistry
  • Benzocycloheptenes / pharmacology
  • Cell Line
  • Ether-A-Go-Go Potassium Channels / metabolism
  • Humans
  • Neurotransmitter Agents / chemical synthesis*
  • Neurotransmitter Agents / chemistry
  • Neurotransmitter Agents / pharmacology
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / pharmacology
  • Receptors, N-Methyl-D-Aspartate / antagonists & inhibitors*
  • Receptors, N-Methyl-D-Aspartate / metabolism
  • Structure-Activity Relationship

Substances

  • Benzocycloheptenes
  • Ether-A-Go-Go Potassium Channels
  • KCNH1 protein, human
  • NR2B NMDA receptor
  • Neurotransmitter Agents
  • Pyridines
  • Receptors, N-Methyl-D-Aspartate