CHEBI:65173 - iloperidone

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ChEBI Name iloperidone
ChEBI ID CHEBI:65173
Definition A member of the class of piperidines that is the 4-acetyl-2-methoxyphenyl ether of 3-(piperidin-1-yl)propan-1-ol which is substituted at position 4 of the piperidine ring by a 6-fluoro-1,2-benzoxazol-3-yl group. A member of the group of second generation antipsychotics (also known as an atypical antipsychotics), it is used for the treatment of schizophrenia.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Rebecca Foulger
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Formula C24H27FN2O4
Net Charge 0
Average Mass 426.48060
Monoisotopic Mass 426.195
InChI InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3
InChIKey XMXHEBAFVSFQEX-UHFFFAOYSA-N
SMILES COc1cc(ccc1OCCCN1CCC(CC1)c1noc2cc(F)ccc12)C(C)=O
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
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ChEBI Ontology
Outgoing iloperidone (CHEBI:65173) has role dopaminergic antagonist (CHEBI:48561)
iloperidone (CHEBI:65173) has role second generation antipsychotic (CHEBI:65191)
iloperidone (CHEBI:65173) has role serotonergic antagonist (CHEBI:48279)
iloperidone (CHEBI:65173) is a 1,2-benzoxazoles (CHEBI:51545)
iloperidone (CHEBI:65173) is a aromatic ether (CHEBI:35618)
iloperidone (CHEBI:65173) is a aromatic ketone (CHEBI:76224)
iloperidone (CHEBI:65173) is a methyl ketone (CHEBI:51867)
iloperidone (CHEBI:65173) is a monoamine (CHEBI:63534)
iloperidone (CHEBI:65173) is a organofluorine compound (CHEBI:37143)
iloperidone (CHEBI:65173) is a piperidines (CHEBI:26151)
iloperidone (CHEBI:65173) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxyphenyl)ethanone
INNs Sources
iloperidona WHO MedNet
ilopéridone WHO MedNet
iloperidone WHO MedNet
iloperidonum WHO MedNet
Synonyms Sources
1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1- piperidinyl]propoxy]-3-methoxyphenyl]ethanone ChEBI
4'-(3-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidino)propoxy)-3'-methoxyacetophenone ChemIDplus
Brand Names Sources
Fanapt SUBMITTER
Fanapta SUBMITTER
Zomaril SUBMITTER
Database Links Databases
3294 DrugCentral
D02666 KEGG DRUG
Iloperidone Wikipedia
LSM-5598 LINCS
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Registry Numbers Types Sources
133454-47-4 CAS Registry Number SUBMITTER
133454-47-4 CAS Registry Number ChemIDplus
7233425 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21289324 PubMed citation Europe PMC
21474903 PubMed citation Europe PMC
21600386 PubMed citation Europe PMC
22161738 PubMed citation Europe PMC
22217439 PubMed citation Europe PMC
22453868 PubMed citation Europe PMC
22465688 PubMed citation Europe PMC
22617084 PubMed citation Europe PMC
Last Modified
22 February 2017