CHEBI:64086 - vanoxerine dihydrochloride

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name vanoxerine dihydrochloride
ChEBI ID CHEBI:64086
Definition A hydrochloride salt that is obtained by reaction of vanoxerine with two equivalents of hydrogen chloride. Potent, competitive inhibitor of dopamine uptake (Ki = 1 nM for inhibition of striatal dopamine uptake). Has > 100-fold lower affinity for the noradrenalin and 5-HT uptake carriers. Also a potent sigma ligand (IC50 = 48 nM). Centrally active following systemic administration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C28H34Cl2F2N2O
Net Charge 0
Average Mass 523.48500
Monoisotopic Mass 522.20163
InChI InChI=1S/C28H32F2N2O.2ClH/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23;;/h1-3,5-6,8-15,28H,4,7,16-22H2;2*1H
InChIKey MIBSKSYCRFWIRU-UHFFFAOYSA-N
SMILES Cl.Cl.Fc1ccc(cc1)C(OCCN1CCN(CCCc2ccccc2)CC1)c1ccc(F)cc1
Roles Classification
Biological Role(s): dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
Application(s): dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vanoxerine dihydrochloride (CHEBI:64086) has part vanoxerine(2+) (CHEBI:64087)
vanoxerine dihydrochloride (CHEBI:64086) has role dopamine uptake inhibitor (CHEBI:51039)
vanoxerine dihydrochloride (CHEBI:64086) is a hydrochloride (CHEBI:36807)
IUPAC Name
1-{2-[bis(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine dihydrochloride
Synonyms Sources
1-{2-[bis(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazinediium dichloride IUPAC
GBR 12909 dihydrochloride ChEBI
GBR12909 dihydrochloride ChEBI
Vanoxerine hydrochloride ChemIDplus
Registry Numbers Types Sources
5696321 Reaxys Registry Number Reaxys
67469-78-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10640288 PubMed citation Europe PMC
10939577 PubMed citation Europe PMC
16014753 PubMed citation Europe PMC
7700571 PubMed citation Europe PMC
8884229 PubMed citation Europe PMC
Last Modified
05 March 2012