Novel 2-N,N-dimethylaminomethyl-2,3,3a,12b-tetrahydrodibenzo[b,f]furo[2,3-d]oxepin derivatives displaying combined norepinephrine reuptake inhibition and 5-HT2A/2C receptor antagonism

Bioorg Med Chem Lett. 2005 Jun 2;15(11):2898-901. doi: 10.1016/j.bmcl.2005.03.076.

Abstract

A novel series of cis-fused 2-N,N-dimethylaminomethyl-2,3,3a,12b-tetrahydrodibenzo[b,f]furo[2,3-d]oxepin derivatives modified at position C-11 was prepared and evaluated for its potential antidepressant/anxiolytic properties. In vitro affinities for the norepinephrine transporter and for 5-HT(2A) and 5-HT(2C) receptors, as well as the ED(50) values obtained in some in vivo assays predictive for antidepressant and anxiolytic potential are reported.

MeSH terms

  • Benzofurans / chemical synthesis*
  • Benzofurans / pharmacology*
  • Norepinephrine / antagonists & inhibitors
  • Norepinephrine / metabolism*
  • Norepinephrine Plasma Membrane Transport Proteins
  • Oxepins / chemical synthesis*
  • Oxepins / pharmacology*
  • Serotonin 5-HT2 Receptor Antagonists*
  • Serotonin Antagonists / chemistry*
  • Serotonin Antagonists / pharmacology*
  • Symporters / antagonists & inhibitors

Substances

  • 2-N,N-dimethylaminomethyl-2,3,3a,12b-tetrahydrodibenzo(b,f)furo(2,3-d)oxepin
  • Benzofurans
  • Norepinephrine Plasma Membrane Transport Proteins
  • Oxepins
  • Serotonin 5-HT2 Receptor Antagonists
  • Serotonin Antagonists
  • Symporters
  • Norepinephrine