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CHEBI:234413 - eltoprazine

ChEBI IDCHEBI:234413
ChEBI Nameeltoprazine
Stars
DefinitionA member of the class of piperazines that is 1,4-benzodioxane substituted by a piperazin-1-yl group at position 5. It exhibits strong antidyskinetic effects and was previously in clinical trials for the management of aggressive behaviours.
Last Modified9 June 2025
SubmitterFlyBase
DownloadsMolfile
FormulaC12H16N2O2
Net Charge0
Average Mass220.272
Monoisotopic Mass220.12118
SMILESc1cc2c(c(N3CCNCC3)c1)OCCO2
InChIInChI=1S/C12H16N2O2/c1-2-10(14-6-4-13-5-7-14)12-11(3-1)15-8-9-16-12/h1-3,13H,4-9H2
InChIKeyWVLHGCRWEHCIOT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
Applications:
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
ChEBI Ontology
Outgoing Relation(s)
eltoprazine (CHEBI:234413) has role antidyskinesia agent (CHEBI:66956)
eltoprazine (CHEBI:234413) has role anxiolytic drug (CHEBI:35474)
eltoprazine (CHEBI:234413) has role serotonergic agonist (CHEBI:35941)
eltoprazine (CHEBI:234413) is a benzodioxine (CHEBI:64096)
eltoprazine (CHEBI:234413) is a piperazines (CHEBI:26144)
eltoprazine (CHEBI:234413) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine
INNs  Source
eltoprazineWHO MedNet
eltoprazineWHO MedNet
eltoprazinaWHO MedNet
eltoprazinumWHO MedNet
Synonyms  Source
N-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazineChEBI
1-(2,3-dihydro-1,4-benzodioxan-5-yl)piperazineChEBI
4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazineChEBI
4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazineChEBI
1-(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperazineChEBI
Manual XrefsDatabases
DB12883DrugBank
HMDB0251757HMDB
EltoprazineWikipedia
WO2011000565Patent
WO2011000563Patent
WO2011000564Patent
WO2009156380Patent
Registry NumbersSources
CAS:98224-03-4DrugBank
Citations