CHEBI:90930 - aripiprazole lauroxil

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name aripiprazole lauroxil
ChEBI ID CHEBI:90930
Definition A dodecanoate ester obtained by formal condensation of the carboxy group of dodecanoic acid with the hydroxy group of 7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-2-oxo-3,4-dihydroquinolin-1(2H)-yl]methanol. A prodrug for aripiprazole, it is used for treatment of schizophrenia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C36H51Cl2N3O4
Net Charge 0
Average Mass 660.715
Monoisotopic Mass 659.32566
InChI InChI=1S/C36H51Cl2N3O4/c1-2-3-4-5-6-7-8-9-10-16-35(43)45-28-41-33-27-30(19-17-29(33)18-20-34(41)42)44-26-12-11-21-39-22-24-40(25-23-39)32-15-13-14-31(37)36(32)38/h13-15,17,19,27H,2-12,16,18,20-26,28H2,1H3
InChIKey DDINXHAORAAYAD-UHFFFAOYSA-N
SMILES C=1(C=C2C(=CC1)CCC(N2COC(CCCCCCCCCCC)=O)=O)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl
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): 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): 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.
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.
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.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aripiprazole lauroxil (CHEBI:90930) has role H1-receptor antagonist (CHEBI:37955)
aripiprazole lauroxil (CHEBI:90930) has role prodrug (CHEBI:50266)
aripiprazole lauroxil (CHEBI:90930) has role second generation antipsychotic (CHEBI:65191)
aripiprazole lauroxil (CHEBI:90930) has role serotonergic agonist (CHEBI:35941)
aripiprazole lauroxil (CHEBI:90930) is a δ-lactam (CHEBI:77727)
aripiprazole lauroxil (CHEBI:90930) is a N-alkylpiperazine (CHEBI:46845)
aripiprazole lauroxil (CHEBI:90930) is a N-arylpiperazine (CHEBI:46848)
aripiprazole lauroxil (CHEBI:90930) is a aromatic ether (CHEBI:35618)
aripiprazole lauroxil (CHEBI:90930) is a dichlorobenzene (CHEBI:23697)
aripiprazole lauroxil (CHEBI:90930) is a dodecanoate ester (CHEBI:87659)
aripiprazole lauroxil (CHEBI:90930) is a quinolone (CHEBI:23765)
IUPAC Name
[7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-2-oxo-3,4-dihydroquinolin-1(2H)-yl]methyl dodecanoate
Synonyms Sources
ALKS 9070 ChemIDplus
ALKS 9072 ChemIDplus
Dodecanoic acid, (7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2-oxo-1(2H)-quinolinyl)methyl ester ChemIDplus
RDC 3317 ChemIDplus
RDC-3317 ChemIDplus
Brand Name Source
Aristada KEGG DRUG
Manual Xrefs Databases
5052 DrugCentral
D10364 KEGG DRUG
View more database links
Registry Numbers Types Sources
1259305-29-7 CAS Registry Number KEGG DRUG
1259305-29-7 CAS Registry Number ChemIDplus
22857747 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25266547 PubMed citation Europe PMC
25756003 PubMed citation Europe PMC
26114240 PubMed citation Europe PMC
26517202 PubMed citation Europe PMC
26573020 PubMed citation Europe PMC
26609204 PubMed citation Europe PMC
26681901 PubMed citation Europe PMC
Last Modified
22 February 2017