CHEBI:31236 - aripiprazole

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ChEBI Name aripiprazole
ChEBI ID CHEBI:31236
Definition An N-arylpiperazine that is piperazine substituted by a 4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy]butyl group at position 1 and by a 2,3-dichlorophenyl group at position 4. It is an antipsychotic drug used for the treatment of Schizophrenia, and other mood disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H27Cl2N3O2
Net Charge 0
Average Mass 448.390
Monoisotopic Mass 447.14803
InChI InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)
InChIKey CEUORZQYGODEFX-UHFFFAOYSA-N
SMILES ClC1=C(Cl)C(=CC=C1)N1CCN(CCCCOC2=CC=C3CCC(=O)NC3=C2)CC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): drug metabolite

H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
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.
Application(s): second generation antipsychotic
Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aripiprazole (CHEBI:31236) has role drug metabolite (CHEBI:49103)
aripiprazole (CHEBI:31236) has role H1-receptor antagonist (CHEBI:37955)
aripiprazole (CHEBI:31236) has role second generation antipsychotic (CHEBI:65191)
aripiprazole (CHEBI:31236) has role serotonergic agonist (CHEBI:35941)
aripiprazole (CHEBI:31236) is a δ-lactam (CHEBI:77727)
aripiprazole (CHEBI:31236) is a N-alkylpiperazine (CHEBI:46845)
aripiprazole (CHEBI:31236) is a N-arylpiperazine (CHEBI:46848)
aripiprazole (CHEBI:31236) is a aromatic ether (CHEBI:35618)
aripiprazole (CHEBI:31236) is a dichlorobenzene (CHEBI:23697)
aripiprazole (CHEBI:31236) is a quinolone (CHEBI:23765)
IUPAC Name
7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-3,4-dihydroquinolin-2(1H)-one
INNs Sources
aripiprazol WHO MedNet
aripiprazole WHO MedNet
aripiprazole WHO MedNet
aripiprazolum WHO MedNet
Synonyms Sources
7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone ChemIDplus
7-[4-[4-[2,3-bis(chloranyl)phenyl]piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one PDBeChem
7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one ChEBI
OPC 14597 ChemIDplus
OPC 31 ChemIDplus
OPC-14597 ChemIDplus
OPC-31 ChemIDplus
Brand Names Sources
Abilify DrugBank
Abilify Discmelt ChemIDplus
Abilify Maintena ChemIDplus
Abilify MyCite ChemIDplus
Abilitat DrugBank
Arpizol DrugCentral
Asprito ChEBI
Discmelt ChemIDplus
Pripiprazole DrugCentral
Manual Xrefs Databases
242 DrugCentral
54790 ChemSpider
9SC PDBeChem
Aripiprazole Wikipedia
C12564 KEGG COMPOUND
D01164 KEGG DRUG
DB01238 DrugBank
EP367141 Patent
FDB004879 FooDB
HMDB0005042 HMDB
LSM-5776 LINCS
US5006528 Patent
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Registry Number Type Source
129722-12-9 CAS Registry Number ChemIDplus
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Last Modified
05 January 2021