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CHEBI:64086 - vanoxerine dihydrochloride

ChEBI IDCHEBI:64086
ChEBI Namevanoxerine dihydrochloride
Stars
DefinitionA 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.
Last Modified5 March 2012
SubmitterSteve
DownloadsMolfile
FormulaC28H32F2N2O.2HCl
Net Charge0
Average Mass523.495
Monoisotopic Mass522.20163
SMILESCl.Cl.Fc1ccc(C(OCCN2CCN(CCCc3ccccc3)CC2)c2ccc(F)cc2)cc1
InChIInChI=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
InChIKeyMIBSKSYCRFWIRU-UHFFFAOYSA-N
Roles Classification
Biological Role:
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:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
GBR 12909 dihydrochlorideChEBI
GBR12909 dihydrochlorideChEBI
Vanoxerine hydrochlorideChemIDplus
1-{2-[bis(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazinediium dichlorideIUPAC
Registry NumbersSources
Reaxys:5696321Reaxys
CAS:67469-78-7ChemIDplus
Citations