N-[[1-(2-phenylethyl)pyrrolidin-2-yl]methyl]cyclohexanecarboxamides as selective 5-HT1A receptor agonists

Bioorg Med Chem Lett. 2000 Mar 6;10(5):509-12. doi: 10.1016/s0960-894x(00)00030-5.

Abstract

A series of benzamides was synthesized as selective agonists for the 5-HT1A receptor. It was found that (S)-N-[[1-(2-phenylethyl)pyrrolidin-2-yl]methyl]cyclohexanecarb oxamide(7-(S)) has potent and selective agonistic activity for the 5-HT1A receptor (5-HT1A; Ki 0.49 nmol/L, D2; IC50 = >1000 nmol/L, 5-HT2; Ki = 240 nmol/L).

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Animals
  • Binding, Competitive / drug effects
  • In Vitro Techniques
  • Neurons / drug effects
  • Neurons / metabolism
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / pharmacology
  • Raphe Nuclei / cytology
  • Raphe Nuclei / drug effects
  • Raphe Nuclei / metabolism
  • Rats
  • Receptor, Serotonin, 5-HT2A
  • Receptors, Dopamine D2 / drug effects
  • Receptors, Dopamine D2 / metabolism
  • Receptors, Serotonin / drug effects*
  • Receptors, Serotonin / metabolism
  • Receptors, Serotonin, 5-HT1
  • Serotonin Receptor Agonists / chemical synthesis*
  • Serotonin Receptor Agonists / pharmacology

Substances

  • Amides
  • Pyrrolidines
  • Receptor, Serotonin, 5-HT2A
  • Receptors, Dopamine D2
  • Receptors, Serotonin
  • Receptors, Serotonin, 5-HT1
  • Serotonin Receptor Agonists