Conformational analysis of tandospirone in aqueous solution: lead evolution of potent dopamine D4 receptor ligands

Bioorg Med Chem Lett. 2001 May 7;11(9):1141-4. doi: 10.1016/s0960-894x(01)00167-6.

Abstract

The significant contribution of folded conformation (2) of the anxiolytic tandospirone (1) in aqueous solution was verified by dynamic 1H NMR. A structurally rigid mimic of 2 was designed and synthesized to evaluate the implication of 2 towards neuroleptic receptor binding. The designed structures provided a new rigid scaffold for dopamine D4 ligands.

MeSH terms

  • Drug Design
  • Indicators and Reagents
  • Isoindoles
  • Kinetics
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Molecular Mimicry
  • Piperazines / chemistry*
  • Pyrimidines / chemistry*
  • Receptors, Dopamine D2 / drug effects*
  • Receptors, Dopamine D4
  • Receptors, Serotonin / drug effects
  • Receptors, Serotonin, 5-HT1
  • Serotonin Receptor Agonists / chemistry*
  • Solutions

Substances

  • Indicators and Reagents
  • Isoindoles
  • Ligands
  • Piperazines
  • Pyrimidines
  • Receptors, Dopamine D2
  • Receptors, Serotonin
  • Receptors, Serotonin, 5-HT1
  • Serotonin Receptor Agonists
  • Solutions
  • Receptors, Dopamine D4
  • tandospirone