Design, synthesis, and discovery of 3-piperazinyl-3,4-dihydro-2(1H)-quinolinone derivatives: a novel series of mixed dopamine D2/D4 receptor antagonists

Bioorg Med Chem Lett. 2000 Sep 18;10(18):2119-22. doi: 10.1016/s0960-894x(00)00421-2.

Abstract

3-Piperazinyl-3,4-dihydro-2(1H)-quinolinone derivatives (delta-lactams) were designed, synthesized, and identified as a new series of mixed dopamine D2/D4 receptor antagonists. To further the structure-activity relationship (SAR) study, 3-piperazinylindolin-2-ones (gamma-lactams) and 3-piperazinyl-3H,4H,5H-benzo[f]azepin-2-ones (epsilon-lactams) were also prepared and examined.

Publication types

  • Comparative Study

MeSH terms

  • Antipsychotic Agents / chemical synthesis
  • Antipsychotic Agents / metabolism
  • Clozapine / metabolism
  • Dopamine D2 Receptor Antagonists
  • Humans
  • Lactams / chemical synthesis*
  • Lactams / metabolism
  • Piperazines / chemical synthesis
  • Piperazines / metabolism
  • Protein Binding
  • Quinolones / chemical synthesis
  • Quinolones / metabolism
  • Receptors, Dopamine / metabolism*
  • Receptors, Dopamine D2 / metabolism
  • Receptors, Dopamine D4
  • Structure-Activity Relationship

Substances

  • Antipsychotic Agents
  • DRD4 protein, human
  • Dopamine D2 Receptor Antagonists
  • Lactams
  • Piperazines
  • Quinolones
  • Receptors, Dopamine
  • Receptors, Dopamine D2
  • Receptors, Dopamine D4
  • Clozapine