N-substituted-3-arylpyrrolidines: potent and selective ligands at serotonin 1A receptor

Bioorg Med Chem Lett. 1999 May 17;9(10):1379-84. doi: 10.1016/s0960-894x(99)00201-2.

Abstract

3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-[(N-saccharino)butyl]pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents.

MeSH terms

  • Animals
  • Behavior, Animal / drug effects
  • Ligands
  • Protein Binding
  • Pyrrolidines / chemical synthesis
  • Pyrrolidines / metabolism*
  • Pyrrolidines / pharmacology
  • Rats
  • Receptors, Serotonin / metabolism*
  • Receptors, Serotonin, 5-HT1
  • Serotonin Agents / chemical synthesis
  • Serotonin Agents / metabolism*
  • Serotonin Agents / pharmacology

Substances

  • Ligands
  • Pyrrolidines
  • Receptors, Serotonin
  • Receptors, Serotonin, 5-HT1
  • Serotonin Agents