1-[omega-(4-arylpiperazin-1-yl)alkyl]-3-diphenylmethylene-2,5- pyrrolidinediones as 5-HT1A receptor ligands: study of the steric requirements of the terminal amide fragment on 5-HT1A affinity/selectivity

Bioorg Med Chem Lett. 1998 Mar 17;8(6):581-6. doi: 10.1016/s0960-894x(98)00074-2.

Abstract

In the present paper, we report the synthesis and the binding profile on 5-HT1A, alpha 1 and D2 receptors of a new series of imide-arylpiperazines 3. The study of the length of the alkyl chain and the imide substructure allows us to suggest some important differences between the no-pharmacophoric sites of both 5-HT1A and alpha 1-adrenergic receptors, which could be of great importance in order to design new selective ligands.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic alpha-Antagonists / metabolism
  • Animals
  • Cerebral Cortex / metabolism
  • Corpus Striatum / metabolism
  • Dopamine Antagonists / metabolism
  • Ligands
  • Models, Chemical
  • Prazosin / metabolism
  • Pyrrolidinones / chemistry*
  • Pyrrolidinones / metabolism*
  • Raclopride
  • Rats
  • Receptors, Adrenergic, alpha-1 / metabolism
  • Receptors, Dopamine D2 / metabolism
  • Receptors, Serotonin / metabolism*
  • Receptors, Serotonin, 5-HT1
  • Salicylamides / metabolism
  • Serotonin Receptor Agonists / chemical synthesis
  • Serotonin Receptor Agonists / chemistry*
  • Serotonin Receptor Agonists / metabolism*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Adrenergic alpha-Antagonists
  • Dopamine Antagonists
  • Ligands
  • Pyrrolidinones
  • Receptors, Adrenergic, alpha-1
  • Receptors, Dopamine D2
  • Receptors, Serotonin
  • Receptors, Serotonin, 5-HT1
  • Salicylamides
  • Serotonin Receptor Agonists
  • Raclopride
  • Prazosin