Structure-activity relationship studies of CNS agents. XII. 1-[4-(4-aryl-1-piperazinyl)butyl]-3,4-dihydro-2(1H)-quinolinones: new 5-HT1A, 5-HT2 and D2 ligands with a potential antipsychotic activity

Drug Des Discov. 1994 Apr;11(3):197-203.

Abstract

The synthesis of three 1-[4-(4-aryl-1-piperazinyl)butyl]-3,4-dihydro-2(1H)-quinolinones (5-7) was described and the receptor binding profile (5-HT1A, 5-HT2, alpha 1, D1, D2) was determined. It was found that m-chloro (5) and o-methoxy (6) derivatives are potent antagonists of the 5-HT1A, 5-HT2 and D2 receptors. It was shown that compound 6 resembles very well some atypical antipsychotics and may be considered as a novel agent of this class of drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 8-Hydroxy-2-(di-n-propylamino)tetralin / pharmacology
  • Animals
  • Antipsychotic Agents / chemical synthesis*
  • Antipsychotic Agents / pharmacology
  • Behavior, Animal / drug effects
  • Central Nervous System Stimulants / pharmacology
  • Dextroamphetamine / pharmacology
  • Dopamine D2 Receptor Antagonists*
  • In Vitro Techniques
  • Male
  • Motor Activity / drug effects
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology
  • Rats
  • Rats, Wistar
  • Receptors, Adrenergic, alpha-1 / drug effects
  • Receptors, Dopamine D1 / drug effects
  • Reserpine / pharmacology
  • Serotonin Antagonists / pharmacology*
  • Tryptamines / pharmacology

Substances

  • Antipsychotic Agents
  • Central Nervous System Stimulants
  • Dopamine D2 Receptor Antagonists
  • Quinolones
  • Receptors, Adrenergic, alpha-1
  • Receptors, Dopamine D1
  • Serotonin Antagonists
  • Tryptamines
  • 8-Hydroxy-2-(di-n-propylamino)tetralin
  • Reserpine
  • Dextroamphetamine