Arylacetamide kappa opioid receptor agonists with reduced cytochrome P450 2D6 inhibitory activity

Bioorg Med Chem Lett. 2005 May 16;15(10):2647-52. doi: 10.1016/j.bmcl.2005.03.020.

Abstract

Some kappa opioid receptor agonists of the arylacetamide class, for example, ICI 199441 (1), were found to strongly inhibit the activity of cytochrome P450 2D6 (CYP2D6) (1: CYP2D6 IC50=26 nM). Certain analogs bearing a substituted sulfonylamino group, for example, 13, were discovered to have significantly reduced CYP2D6 inhibitory activity (13: CYP2D6 IC50>10 microM) while displaying high affinity toward the cloned human kappa opioid receptor, good kappa/delta and kappa/mu selectivity, and potent in vitro and in vivo agonist activity.

MeSH terms

  • Acetamides / pharmacology*
  • Cytochrome P-450 CYP2D6 Inhibitors*
  • Enzyme Inhibitors / pharmacology*
  • Receptors, Opioid, kappa / agonists*
  • Substrate Specificity

Substances

  • Acetamides
  • Cytochrome P-450 CYP2D6 Inhibitors
  • Enzyme Inhibitors
  • Receptors, Opioid, kappa
  • acetamide