1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane

Modify Date: 2024-01-09 12:43:13

1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane Structure
1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane structure
Common Name 1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane
CAS Number 66504-40-3 Molecular Weight 228.12
Density N/A Boiling Point N/A
Molecular Formula C11H11Cl2N Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane


DOV-216,303 (Free Base) is a potent triple serotonin, norepinephrine, and dopamine reuptake inhibitor, with IC50 values of 14 nM, 20 nM and 78 nM for hSERT, hNET and hDAT, respectively[1]. Has antidepressant-like effects and increases monoamine release in the prefrontal cortex of olfactory bulbectomized (OBX) rats[2].

 Names

Name 1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane
Synonym More Synonyms

  Biological Activity

Description DOV-216,303 (Free Base) is a potent triple serotonin, norepinephrine, and dopamine reuptake inhibitor, with IC50 values of 14 nM, 20 nM and 78 nM for hSERT, hNET and hDAT, respectively[1]. Has antidepressant-like effects and increases monoamine release in the prefrontal cortex of olfactory bulbectomized (OBX) rats[2].
Related Catalog
Target

IC50: 14 nM (serotonin), 20 nM (norepinephrine), 78 nM (dopamine)[1].

In Vivo Acute treatment of DOV-216,303 (20 mg/kg, i.p.) significantly increases dopamine, norepinephrine and serotonin levels in both OBX and Sham animals[2]. Chronic treatment with DOV 216,303 (20 mg/kg, i.p., for 17 days) increases extracellular concentrations of dopamine, norepinephrine and serotonin in the medial prefrontal cortex of both OBX and Sham animals and significantly increases extracellular baseline serotonin concentrations[2]. Animal Model: Male Sprague Dawley rats weighing between 290 and 350 g at time of OBX or Sham surgery[2]. Dosage: 20 mg/kg. Administration: I.P. daily for 17days. Result: Increased extracellular concentrations of dopamine, norepinephrine and serotonin in the medial prefrontal cortex of both OBX and Sham animals and significantly increased extracellular baseline serotonin concentrations. Animal Model: Male Sprague Dawley rats weighing between 290 and 350 g at time of OBX or Sham surgery[2]. Dosage: 20 mg/kg. Administration: I.P. once. Result: Significant increases in dopamine, norepinephrine and serotonin levels were measured in both OBX and Sham animals.
References

[1]. Shao L, et al. Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor. Bioorg Med Chem Lett. 2011 Mar 1;21(5):1438-41.

[2]. Prins J, et al. The putative antidepressant DOV 216,303, a triple reuptake inhibitor, increases monoamine release in the prefrontal cortex of olfactory bulbectomized rats. Eur J Pharmacol. 2010 May 10;633(1-3):55-61.

 Chemical & Physical Properties

Molecular Formula C11H11Cl2N
Molecular Weight 228.12
Exact Mass 227.02700
PSA 12.03000
LogP 3.18310
Storage condition 2-8℃

 Synonyms

dotriacontanedioic acid dichloride
dotricontanedioyl dichloride
Dotriacontan-disaeure-dichlorid