pipamperone (CHEBI:78549)

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ChEBI Name	pipamperone

ChEBI ID	CHEBI:78549

Definition	A member of the class of bipiperidines that is 1,4'-bipiperidine which is substituted at the 1' and 4' positions by 4-(p-fluorophenyl)-4-oxobutyl and carboxamide groups, respectively. A first generation antipsychotic, its properties are generally similar to those of haloperidol.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Toni Morrison

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Formula

C21H30FN3O2

Net Charge

Average Mass

375.48020

Monoisotopic Mass

375.23221

InChI

InChI=1S/C21H30FN3O2/c22-18-8-6-17(7-9-18)19(26)5-4-12-24-15-10-21(11-16-24,20(23)27)25-13-2-1-3-14-25/h6-9H,1-5,10-16H2,(H2,23,27)

InChIKey

AXKPFOAXAHJUAG-UHFFFAOYSA-N

SMILES

NC(=O)C1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)N1CCCCC1

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):	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. first generation antipsychotic Antipsychotic drugs which can have different modes of action but which tend to be more likely than second generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements; such body movements can become permanent even after treatment has ceased.

ChEBI Ontology
Outgoing	pipamperone (CHEBI:78549) has role dopaminergic antagonist (CHEBI:48561) pipamperone (CHEBI:78549) has role first generation antipsychotic (CHEBI:65190) pipamperone (CHEBI:78549) has role serotonergic antagonist (CHEBI:48279) pipamperone (CHEBI:78549) is a aromatic ketone (CHEBI:76224) pipamperone (CHEBI:78549) is a bipiperidines (CHEBI:48576) pipamperone (CHEBI:78549) is a monocarboxylic acid amide (CHEBI:29347) pipamperone (CHEBI:78549) is a organofluorine compound (CHEBI:37143) pipamperone (CHEBI:78549) is a tertiary amino compound (CHEBI:50996) pipamperone (CHEBI:78549) is conjugate base of pipamperone(2+) (CHEBI:78943)

Incoming	pipamperone(2+) (CHEBI:78943) is conjugate acid of pipamperone (CHEBI:78549)

IUPAC Name

1'-[4-(4-fluorophenyl)-4-oxobutyl]-1,4'-bipiperidine-4'-carboxamide

Synonyms	Sources
1'-(3-(p-fluorobenzoyl)propyl)-(1,4'-bipiperidine)-4'-carboxamide	ChemIDplus
floropipamide	ChemIDplus
p-fluoro-γ-(4-piperidino-4-carbamoylpiperidino)butyrophenone	ChemIDplus
R 3345	ChemIDplus
R-3345	ChEBI

Last Modified

22 February 2017