CHEBI:78549 - pipamperone

ChEBI IDCHEBI:78549
ChEBI Namepipamperone
Stars
DefinitionA 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.
Last Modified22 February 2017
Submittertmorrison
DownloadsMolfile
FormulaC21H30FN3O2
Net Charge0
Average Mass375.488
Monoisotopic Mass375.23221
SMILESNC(=O)C1(N2CCCCC2)CCN(CCCC(=O)c2ccc(F)cc2)CC1
InChIInChI=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)
InChIKeyAXKPFOAXAHJUAG-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.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
pipamperone(2+) (CHEBI:78943) is conjugate acid of pipamperone (CHEBI:78549)
IUPAC Name 
1'-[4-(4-fluorophenyl)-4-oxobutyl]-1,4'-bipiperidine-4'-carboxamide
INNs  Source
pipamperoneWHO MedNet
pipamperonumWHO MedNet
pipampéroneWHO MedNet
pipamperonaWHO MedNet
Synonyms  Source
p-fluoro-γ-(4-piperidino-4-carbamoylpiperidino)butyrophenoneChemIDplus
1'-(3-(p-fluorobenzoyl)propyl)-(1,4'-bipiperidine)-4'-carboxamideChemIDplus
R 3345ChemIDplus
R-3345ChEBI
floropipamideChemIDplus
Manual XrefsDatabases
BE610830Patent
D02622KEGG DRUG
PipamperoneWikipedia
LSM-2586LINCS
2181DrugCentral
Registry NumbersSources
Reaxys:496532Reaxys
CAS:1893-33-0ChemIDplus
CAS:1893-33-0NIST Chemistry WebBook
Citations