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vanoxerine

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EntityQ2510480· pop 6· linked from 1,454 articles

vanoxerine

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Also known as GBR 12909, GBR12909, 1-{2-[bis(p-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine

Vanoxerine is an investigational drug which is being evaluated for the treatment of heart arrhythmias and cocaine dependence. Vanoxerine is a piperazine derivative which has multiple pharmacological activities including acting as an dopamine reuptake inhibitor, serotonin transporter inhibitor, and as a blocker of the cardiac hERG repolarizing potassium channel (IKr).

Chemical data

Formula
C28H32F2N2O
Molecular weight
450.6 g/mol
IUPAC name
1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine
SMILES
C1CN(CCN1CCCC2=CC=CC=C2)CCOC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
InChIKey
NAUWTFJOPJWYOT-UHFFFAOYSA-N
XLogP
5.6
Polar surface area
15.7 Ų
H-bond donors
0
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
atrial fibrillation, atrial flutter, cocaine dependence, cocaine abuse

via ChEMBL · EBI

Research

530 papers

via PubMed

Wikidata facts

Mass
450.24827
Show 5 more facts
chemical formula
C₂₈H₃₂F₂N₂O
canonical SMILES
C1CN(CCN1CCCC2=CC=CC=C2)CCOC(C3=CC=C(C=C3)F)C4=CC=C(C=C4)F
World Health Organisation international non-proprietary name
vanoxerine
Commons category
Vanoxerine
Sources (2)

via Wikidata · CC0

~7 min read

Encyclopedic overview

12 sections
Contents
  • Research
  • Treatment of cocaine dependence
  • Antiarrhythmic
  • Miscellaneous
  • Pharmacology
  • Mechanism of action
  • Society and culture
  • History
  • Chemistry
  • Synthesis
  • See also
  • References

Vanoxerine is an investigational drug which is being evaluated for the treatment of heart arrhythmias and cocaine dependence. Vanoxerine is a piperazine derivative which has multiple pharmacological activities including acting as an dopamine reuptake inhibitor, serotonin transporter inhibitor, and as a blocker of the cardiac hERG repolarizing potassium channel (IKr).

== Research ==

Excerpted from Wikipedia’s “vanoxerine” article, available under the CC BY-SA 4.0 licence.

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