WS-50030 [7-{4-[3-(1H-inden-3-yl)propyl]piperazin-1-yl}-1,3-benzoxazol-2(3H)-one]: a novel dopamine D2 receptor partial agonist/serotonin reuptake inhibitor with preclinical antipsychotic-like and antidepressant-like activity

J Pharmacol Exp Ther. 2010 Jan;332(1):190-201. doi: 10.1124/jpet.109.157388. Epub 2009 Oct 14.

Abstract

The preclinical characterization of WS-50030 [7-{4-[3-(1H-inden-3-yl)propyl]piperazin-1-yl}-1,3-benzoxazol-2(3H)-one] is described. In vitro binding and functional studies revealed highest affinity to the D(2) receptor (D(2L) K(i), 4.0 nM) and serotonin transporter (K(i), 7.1 nM), potent D(2) partial agonist activity (EC(50), 0.38 nM; E(max), 30%), and complete block of the serotonin transporter (IC(50), 56.4 nM). Consistent with this in vitro profile, WS-50030 (10 mg/kg/day, 21 days) significantly increased extracellular 5-HT in the rat medial prefrontal cortex, short-term WS-50030 treatment blocked apomorphine-induced climbing (ID(50), 0.51 mg/kg) in a dose range that produced minimal catalepsy in mice and induced low levels of contralateral rotation in rats with unilateral substantia nigra 6-hydroxydopamine lesions (10 mg/kg i.p.), a behavioral profile similar to that of the D(2) partial agonist aripiprazole. In a rat model predictive of antipsychotic-like activity, WS-50030 and aripiprazole reduced conditioned avoidance responding by 42 and 55% at 10 mg/kg, respectively. Despite aripiprazole's reported lack of effect on serotonin transporters, long-term treatment with aripiprazole or WS-50030 reversed olfactory bulbectomy-induced hyperactivity at doses that did not reduce activity in sham-operated rats, indicating antidepressant-like activity for both compounds. Despite possessing serotonin reuptake inhibitory activity in addition to D(2) receptor partial agonism, WS-50030 displays activity in preclinical models predictive of antipsychotic- and antidepressant efficacy similar to aripiprazole, suggesting potential efficacy of WS-50030 versus positive and negative symptoms of schizophrenia, comorbid mood symptoms, bipolar disorder, major depressive disorder, and treatment-resistant depression. Furthermore, WS-50030 provides a tool to further explore how combining these mechanisms might differentiate from other antipsychotics or antidepressants.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antidepressive Agents / chemistry
  • Antidepressive Agents / pharmacology*
  • Antipsychotic Agents / chemistry
  • Antipsychotic Agents / pharmacology*
  • Avoidance Learning / drug effects
  • Behavior, Animal / drug effects
  • Benzoxazoles / chemistry
  • Benzoxazoles / pharmacology*
  • Brain / drug effects
  • Brain / metabolism
  • CHO Cells
  • Cricetinae
  • Cricetulus
  • Dopamine / metabolism
  • Dopamine Agonists / chemistry
  • Dopamine Agonists / pharmacology*
  • Drug Evaluation, Preclinical
  • Humans
  • Indenes / chemistry
  • Indenes / pharmacology*
  • Male
  • Mice
  • Mice, Inbred Strains
  • Microdialysis
  • Motor Activity / drug effects
  • Protein Binding
  • Rats
  • Rats, Sprague-Dawley
  • Rats, Wistar
  • Receptors, Dopamine D2 / agonists*
  • Selective Serotonin Reuptake Inhibitors / chemistry
  • Selective Serotonin Reuptake Inhibitors / pharmacology*
  • Serotonin / metabolism
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin 5-HT2 Receptor Antagonists
  • Transfection

Substances

  • 7-(4-(3-(1H-inden-3-yl)propyl)piperazin-1-yl)-1,3-benzoxazol-2(3H)-one
  • Antidepressive Agents
  • Antipsychotic Agents
  • Benzoxazoles
  • Dopamine Agonists
  • Indenes
  • Receptors, Dopamine D2
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin 5-HT2 Receptor Antagonists
  • Serotonin Uptake Inhibitors
  • Serotonin
  • Dopamine