Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 1

Bioorg Med Chem Lett. 2003 Jun 2;13(11):1903-5. doi: 10.1016/s0960-894x(03)00303-2.

Abstract

A series of 1-aryloxy-3-piperidinylpropan-2-ols possessing potent dual 5-HT(1A) receptor antagonism and serotonin reuptake inhibition was discovered. 1-(1H-Indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols exhibited selective and high affinity at the 5-HT(1A) receptor and serotonin reuptake inhibition at nanomolar concentrations for dual activities.

MeSH terms

  • Antidepressive Agents, Second-Generation / chemical synthesis
  • Antidepressive Agents, Second-Generation / chemistry*
  • Antidepressive Agents, Second-Generation / pharmacology*
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Indoles / chemistry
  • Indoles / pharmacology
  • Paroxetine / pharmacology
  • Propanols / chemical synthesis
  • Propanols / chemistry*
  • Propanols / pharmacology*
  • Receptor, Serotonin, 5-HT1A / metabolism
  • Selective Serotonin Reuptake Inhibitors / chemical synthesis
  • Selective Serotonin Reuptake Inhibitors / chemistry
  • Selective Serotonin Reuptake Inhibitors / pharmacology*
  • Serotonin 5-HT1 Receptor Antagonists*
  • Structure-Activity Relationship

Substances

  • Antidepressive Agents, Second-Generation
  • Indoles
  • Propanols
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin Uptake Inhibitors
  • Receptor, Serotonin, 5-HT1A
  • Guanosine 5'-O-(3-Thiotriphosphate)
  • Paroxetine