Synthesis of a novel 6,14-epoxymorphinan derivative and its pharmacology

Bioorg Med Chem Lett. 2008 Dec 15;18(24):6398-401. doi: 10.1016/j.bmcl.2008.10.081. Epub 2008 Oct 22.

Abstract

A novel 6,14-epoxymorphinan benzamide derivative (NS22) was synthesized, which showed opioid kappa receptor agonistic activity in the [(35)S]GTPgammaS binding assay. The antinociceptive effect of NS22 was evaluated in the tail-flick and the hot-plate test. This compound showed a potent antinociceptive activity in mice by s.c. administration, which was attenuated with nor-BNI (selective opioid kappa receptor antagonist).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / pharmacology
  • Animals
  • Benzamides / chemical synthesis*
  • Benzamides / pharmacology
  • Chemistry, Pharmaceutical / methods*
  • Drug Design
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Hydrogen Bonding
  • Injections, Subcutaneous
  • Ions
  • Ligands
  • Mice
  • Models, Biological
  • Models, Chemical
  • Morphinans / chemical synthesis*
  • Morphinans / chemistry
  • Morphinans / pharmacology
  • Protein Binding
  • Receptors, Opioid, kappa / chemistry

Substances

  • Analgesics
  • Benzamides
  • Ions
  • Ligands
  • Morphinans
  • NS22 compound
  • Receptors, Opioid, kappa
  • Guanosine 5'-O-(3-Thiotriphosphate)