Synthesis and evaluation as NOP ligands of some spiro[piperidine-4,2'(1'H)-quinazolin]-4'(3'H)-ones and spiro[piperidine-4,5'(6'H)-[1,2,4]triazolo[1,5-c]quinazolines]

Chem Pharm Bull (Tokyo). 2006 May;54(5):611-22. doi: 10.1248/cpb.54.611.

Abstract

Some spiro[piperidine-4,2'(1'H)-quinazolin]-4'(3'H)-ones 3 and spiro[piperidine-4,5'(6'H)-[1,2,4]triazolo[1,5-c]quinazolines] 4 were synthesized and evaluated as ligands of the nociceptin receptor. The examined compounds showed partial agonistic activity, except compounds 3, 4n that proved to be pure antagonists.

MeSH terms

  • Benzyl Compounds / chemistry
  • Cell Line
  • Cell Membrane / drug effects
  • Cell Membrane / metabolism
  • Cyclohexanes / chemistry
  • Drug Design
  • Guanosine 5'-O-(3-Thiotriphosphate) / pharmacology
  • Humans
  • Ligands
  • Methylation
  • Models, Molecular
  • Molecular Conformation
  • Nociceptin Receptor
  • Quinazolines / chemical synthesis*
  • Quinazolines / pharmacology*
  • Receptors, Opioid / agonists*
  • Receptors, Opioid, delta / drug effects
  • Receptors, Opioid, kappa / drug effects
  • Receptors, Opioid, mu / drug effects
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / pharmacology*
  • Structure-Activity Relationship
  • Triazoles / chemistry

Substances

  • Benzyl Compounds
  • Cyclohexanes
  • Ligands
  • Quinazolines
  • Receptors, Opioid
  • Receptors, Opioid, delta
  • Receptors, Opioid, kappa
  • Receptors, Opioid, mu
  • Spiro Compounds
  • Triazoles
  • Guanosine 5'-O-(3-Thiotriphosphate)
  • Nociceptin Receptor
  • OPRL1 protein, human