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

Bertrand Le Bourdonnec, Christopher W. Ajello, Pamela R. Seida, Roberta G. Susnow, Joel A. Cassel, Serge Belanger, Gabriel J. Stabley, Robert N. DeHaven, Diane L. DeHaven-Hudkins, Roland E. Dolle

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18 Scopus citations

Abstract

Some κ 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 μM) while displaying high affinity toward the cloned human κ opioid receptor, good κ/δ and κ/μ selectivity, and potent in vitro and in vivo agonist activity.

Original languageEnglish
Pages (from-to)2647-2652
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number10
DOIs
StatePublished - May 16 2005

Keywords

  • CYP2D6
  • κ Opioid

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