Preparation of 3-spirocyclic indolin-2-ones as ligands for the ORL-1 receptor

Bioorg Med Chem Lett. 2005 Nov 15;15(22):5022-6. doi: 10.1016/j.bmcl.2005.08.009.

Abstract

A novel series of indolin-2-ones having a spirocyclic piperidine ring at the 3-position was synthesized and found to bind with high affinity to the ORL-1 receptor. Structure-activity relationships at the piperidine nitrogen were investigated. Substitution on the phenyl ring and nitrogen atom of the indolin-2-one core generated several selective high-affinity ligands that were antagonists of the ORL-1 receptor.

MeSH terms

  • Acetates / chemistry
  • Cell Line
  • Cyclization
  • Humans
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Indoles / metabolism*
  • Indoles / pharmacology
  • Inhibitory Concentration 50
  • Ligands
  • Molecular Structure
  • Narcotic Antagonists
  • Nociceptin Receptor
  • Receptors, Opioid / metabolism*
  • Structure-Activity Relationship

Substances

  • Acetates
  • Indoles
  • Ligands
  • Narcotic Antagonists
  • Receptors, Opioid
  • indolin-2-one
  • Nociceptin Receptor
  • OPRL1 protein, human