azaperone (CHEBI:88301)

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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

Average Mass

327.397

Monoisotopic Mass

327.17469

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.

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

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

Last Modified

25 February 2016