CHEBI:9233 - spiperone

ChEBI IDCHEBI:9233
ChEBI Namespiperone
Stars
DefinitionAn 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H26FN3O2
Net Charge0
Average Mass395.478
Monoisotopic Mass395.20091
SMILESO=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1
InChIInChI=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)
InChIKeyDKGZKTPJOSAWFA-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
psychotropic drug  A loosely defined grouping of drugs that have effects on psychological function.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
ChEBI Ontology
Outgoing Relation(s)
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) has role α-adrenergic antagonist (CHEBI:37890)
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  Source
spiperoneChemIDplus
spiperonumChemIDplus
espiperonaChemIDplus
spipéroneWHO MedNet
Synonyms  Source
1-[2-[4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-oneIUPHAR
8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-oneChemIDplus
8-(3-p-fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decaneChemIDplus
Brand Name  Source
SpiropitanKEGG DRUG
Manual XrefsDatabases
D01051KEGG DRUG
US3155669Patent
US3155670Patent
US3161644Patent
SpiperoneWikipedia
LSM-3235LINCS
2470DrugCentral
Registry NumbersSources
Reaxys:632204Reaxys
CAS:749-02-0KEGG DRUG
CAS:749-02-0ChemIDplus
Citations