CHEBI:88301 - azaperone

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ChEBI Name azaperone
ChEBI ID CHEBI:88301
Definition An N-arylpiperazine that is 2-(piperazin-1-yl)pyridine in which the amino hydrogen is replaced by a 3-(4-fluobenzoyl)propyl group. Used mainly as a tranquiliser for pigs and elephants.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H22FN3O
Net Charge 0
Average Mass 327.397
Monoisotopic Mass 327.175
InChI InChI=1S/C19H22FN3O/c20-17-8-6-16(7-9-17)18(24)4-3-11-22-12-14-23(15-13-22)19-5-1-2-10-21-19/h1-2,5-10H,3-4,11-15H2
InChIKey XTKDAFGWCDAMPY-UHFFFAOYSA-N
SMILES C1=C(C=CC(=C1)C(CCCN2CCN(CC2)C3=CC=CC=N3)=O)F
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.
Application(s): antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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ChEBI Ontology
Outgoing azaperone (CHEBI:88301) has role antipsychotic agent (CHEBI:35476)
azaperone (CHEBI:88301) has role dopaminergic antagonist (CHEBI:48561)
azaperone (CHEBI:88301) is a N-alkylpiperazine (CHEBI:46845)
azaperone (CHEBI:88301) is a N-arylpiperazine (CHEBI:46848)
azaperone (CHEBI:88301) is a aminopyridine (CHEBI:38207)
azaperone (CHEBI:88301) is a aromatic ketone (CHEBI:76224)
azaperone (CHEBI:88301) is a monofluorobenzenes (CHEBI:83575)
azaperone (CHEBI:88301) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
1-(4-fluorophenyl)-4-[4-(pyridin-2-yl)piperazin-1-yl]butan-1-one
INNs Sources
azaperona ChemIDplus
azaperone ChemIDplus
azaperone KEGG DRUG
azaperonum ChemIDplus
Synonyms Sources
1-(3-(4-Fluorobenzoyl)propyl)-4-(2-pyridyl)piperazine ChemIDplus
1-(4-Fluorophenyl)-4-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone NIST Chemistry WebBook
4'-Fluoro-4-(4-(2-pyridyl)-1-piperazinyl)butyrophenone ChemIDplus
Azaperon ChemIDplus
NSC 170976 NIST Chemistry WebBook
Brand Name Source
Stresnil KEGG DRUG
Manual Xrefs Databases
1871 VSDB
Azaperone Wikipedia
D02620 KEGG DRUG
LSM-3012 LINCS
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Registry Numbers Types Sources
1649-18-9 CAS Registry Number NIST Chemistry WebBook
1649-18-9 CAS Registry Number KEGG DRUG
1649-18-9 CAS Registry Number ChemIDplus
565491 Reaxys Registry Number Reaxys
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Last Modified
25 February 2016