CHEBI:5613 - haloperidol

ChEBI IDCHEBI:5613
ChEBI Namehaloperidol
Stars
DefinitionA compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H23ClFNO2
Net Charge0
Average Mass375.871
Monoisotopic Mass375.14013
SMILESO=C(CCCN1CCC(O)(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1
InChIInChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
InChIKeyLNEPOXFFQSENCJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
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:
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
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.
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)
haloperidol (CHEBI:5613) has role antidyskinesia agent (CHEBI:66956)
haloperidol (CHEBI:5613) has role antiemetic (CHEBI:50919)
haloperidol (CHEBI:5613) has role dopaminergic antagonist (CHEBI:48561)
haloperidol (CHEBI:5613) has role first generation antipsychotic (CHEBI:65190)
haloperidol (CHEBI:5613) has role serotonergic antagonist (CHEBI:48279)
haloperidol (CHEBI:5613) is a aromatic ketone (CHEBI:76224)
haloperidol (CHEBI:5613) is a hydroxypiperidine (CHEBI:48590)
haloperidol (CHEBI:5613) is a monochlorobenzenes (CHEBI:83403)
haloperidol (CHEBI:5613) is a organofluorine compound (CHEBI:37143)
haloperidol (CHEBI:5613) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
INNs  Source
haloperidolumChemIDplus
haloperidolKEGG DRUG
Synonyms  Source
γ-(4-(p-chlorophenyl)-4-hydroxpiperidino)-p-fluorbutyrophenoneNIST Chemistry WebBook
4'-fluoro-4-(4-(p-chlorophenyl)-4-hydroxypiperidinyl)butyrophenoneNIST Chemistry WebBook
4'-fluoro-4-(4-hydroxy-4-(4'-chlorophenyl)piperidino)butyrophenoneNIST Chemistry WebBook
4-(4-(para-chlorophenyl)-4-hydroxypiperidino)-4'-fluorobutyrophenoneNIST Chemistry WebBook
1-(3-p-fluorobenzoylpropyl)-4-p-chlorophenyl-4-hydroxypiperidineChemIDplus
4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)-butan-1-oneIUPHAR
Brand Name  Source
HaldolKEGG DRUG
Manual XrefsDatabases
C01814KEGG COMPOUND
D00136KEGG DRUG
DB00502DrugBank
BE577977Patent
GB895309Patent
US3438991Patent
HaloperidolWikipedia
LSM-3512LINCS
1353DrugCentral
Registry NumbersSources
Reaxys:331267Reaxys
CAS:52-86-8KEGG COMPOUND
CAS:52-86-8NIST Chemistry WebBook
CAS:52-86-8ChemIDplus
Citations