CHEBI:9233 - spiperone

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ChEBI Name spiperone
ChEBI ID CHEBI:9233
Definition An azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H26FN3O2
Net Charge 0
Average Mass 395.46980
Monoisotopic Mass 395.20091
InChI InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)
InChIKey DKGZKTPJOSAWFA-UHFFFAOYSA-N
SMILES Fc1ccc(cc1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)c1ccccc1
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): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
Application(s): psychotropic drug
A loosely defined grouping of drugs that have effects on psychological function.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spiperone (CHEBI:9233) has role α-adrenergic antagonist (CHEBI:37890)
spiperone (CHEBI:9233) has role antipsychotic agent (CHEBI:35476)
spiperone (CHEBI:9233) has role dopaminergic antagonist (CHEBI:48561)
spiperone (CHEBI:9233) has role psychotropic drug (CHEBI:35471)
spiperone (CHEBI:9233) has role serotonergic antagonist (CHEBI:48279)
spiperone (CHEBI:9233) is a aromatic ketone (CHEBI:76224)
spiperone (CHEBI:9233) is a azaspiro compound (CHEBI:35624)
spiperone (CHEBI:9233) is a organofluorine compound (CHEBI:37143)
spiperone (CHEBI:9233) is a piperidines (CHEBI:26151)
spiperone (CHEBI:9233) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
INNs Sources
espiperona ChemIDplus
spipérone WHO MedNet
spiperone ChemIDplus
spiperonum ChemIDplus
Synonyms Sources
1-[2-[4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-one IUPHAR
8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one ChemIDplus
8-(3-p-fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane ChemIDplus
Brand Name Source
Spiropitan KEGG DRUG
Manual Xrefs Databases
2470 DrugCentral
D01051 KEGG DRUG
LSM-3235 LINCS
Spiperone Wikipedia
US3155669 Patent
US3155670 Patent
US3161644 Patent
View more database links
Registry Numbers Types Sources
632204 Beilstein Registry Number Beilstein
632204 Reaxys Registry Number Reaxys
749-02-0 CAS Registry Number KEGG DRUG
749-02-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18987251 PubMed citation Europe PMC
19948059 PubMed citation Europe PMC
6106952 PubMed citation Europe PMC
6149442 PubMed citation Europe PMC
Last Modified
22 February 2017