2,2-Dicyanovinyl as a nonaromatic aryl bioisostere: synthesis, binding experiments and SAR studies of highly selective dopamine D4 receptor ligands

Bioorg Med Chem Lett. 1999 Jul 19;9(14):1969-72. doi: 10.1016/s0960-894x(99)00302-9.

Abstract

The phenylpiperazinylmethyl substituted pyrrolylmethylenemalononitriles of type 3 and 4 were synthesized and evaluated as strong and selective dopamine D4 receptor ligands.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antipsychotic Agents / chemistry
  • Antipsychotic Agents / metabolism*
  • Antipsychotic Agents / pharmacology
  • CHO Cells / drug effects
  • CHO Cells / metabolism
  • Cattle
  • Clozapine / metabolism
  • Cricetinae
  • Humans
  • Isomerism
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Nitriles / chemistry
  • Nitriles / metabolism*
  • Nitriles / pharmacology
  • Piperazines / chemistry
  • Piperazines / metabolism*
  • Piperazines / pharmacology
  • Receptors, Dopamine D1 / metabolism
  • Receptors, Dopamine D2 / metabolism*
  • Receptors, Dopamine D4
  • Structure-Activity Relationship

Substances

  • Antipsychotic Agents
  • DRD4 protein, human
  • Ligands
  • Nitriles
  • Piperazines
  • Receptors, Dopamine D1
  • Receptors, Dopamine D2
  • Receptors, Dopamine D4
  • Clozapine