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CHEBI:64093 - 1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine

ChEBI IDCHEBI:64093
ChEBI Name1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine
Stars
DefinitionAn N-alkylpiperazine that consists of piperazine bearing 2-(benzhydryloxy)ethyl and 3-phenylpropyl groups at positions 1 and 4 respectively. Potent and selective inhibitor of dopamine uptake (KD = 5.5 nM in rat striatal membranes).
Last Modified25 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC28H34N2O
Net Charge0
Average Mass414.593
Monoisotopic Mass414.26711
SMILESc1ccc(CCCN2CCN(CCOC(c3ccccc3)c3ccccc3)CC2)cc1
InChIInChI=1S/C28H34N2O/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27/h1-9,11-12,14-17,28H,10,13,18-24H2
InChIKeyRAQPOZGWANIDQT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093) has role dopamine uptake inhibitor (CHEBI:51039)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093) is a N-alkylpiperazine (CHEBI:46845)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093) is a ether (CHEBI:25698)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093) is a tertiary amino compound (CHEBI:50996)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093) is conjugate base of 1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazinediium(2+) (CHEBI:64092)
Incoming Relation(s)
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazinediium(2+) (CHEBI:64092) is conjugate acid of 1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine (CHEBI:64093)
IUPAC Name 
1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine
Synonyms  Source
GBR12935ChEBI
GBR 12935ChEBI
Gbr 12935ChemIDplus
Manual XrefsDatabases
GBR-12935Wikipedia
LSM-3101LINCS
Registry NumbersSources
Reaxys:578614Reaxys
CAS:76778-22-8ChemIDplus
Citations