4-[(8-Alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides: high affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity

Bioorg Med Chem Lett. 2000 Jun 5;10(11):1281-4. doi: 10.1016/s0960-894x(00)00209-2.

Abstract

The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-d iethylbenzamides (5a-d), were synthesized and found to have high affinity and selectivity for the delta receptor. Compounds 5a-d are structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, efficacy studies for compounds in this series (5a-d) reveal greatly diminished agonist activity as well as antagonism not found in piperidine-based compounds like 3.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Benzamides / metabolism
  • Benzamides / pharmacology*
  • Ligands
  • Radioligand Assay
  • Receptors, Opioid, delta / antagonists & inhibitors*
  • Receptors, Opioid, delta / metabolism

Substances

  • Benzamides
  • Ligands
  • Receptors, Opioid, delta