EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:4717 - droperidol

ChEBI IDCHEBI:4717
ChEBI Namedroperidol
Stars
DefinitionAn organofluorine compound that is haloperidol in which the hydroxy group has been eliminated with the introduction of a double bond in the piperidine ring, and the 4-chlorophenyl group has been replaced by a benzimidazol-2-on-1-yl group. It is used in the management of chemotherapy-induced nausea and vomiting, and in conjunction with an opioid analgesic such as fentanyl to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon.
Secondary ChEBI IDCHEBI:252751
Last Modified22 February 2017
DownloadsMolfile
FormulaC22H22FN3O2
Net Charge0
Average Mass379.435
Monoisotopic Mass379.16961
SMILESO=C(CCCN1CC=C(n2c(=O)nc3ccccc32)CC1)c1ccc(F)cc1
InChIInChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)
InChIKeyRMEDXOLNCUSCGS-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Applications:
anaesthesia adjuvant  Any substance that possesses little anaesthetic effect by itself, but which enhances or potentiates the anaesthetic action of other drugs when given at the same time.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
droperidol (CHEBI:4717) has role anaesthesia adjuvant (CHEBI:60807)
droperidol (CHEBI:4717) has role antiemetic (CHEBI:50919)
droperidol (CHEBI:4717) has role dopaminergic antagonist (CHEBI:48561)
droperidol (CHEBI:4717) has role first generation antipsychotic (CHEBI:65190)
droperidol (CHEBI:4717) is a aromatic ketone (CHEBI:76224)
droperidol (CHEBI:4717) is a benzimidazoles (CHEBI:22715)
droperidol (CHEBI:4717) is a organofluorine compound (CHEBI:37143)
IUPAC Name 
1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one
INNs  Source
droperidolChemIDplus
droperidolumChemIDplus
Synonyms  Source
1-{1-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-1,2,3,6-tetrahydro-pyridin-4-yl}-1,3-dihydro-benzoimidazol-2-oneChEMBL
1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl}-2,3-dihydro-1H-benzo[d]imidazol-2-oneChEMBL
1-(1-(4-(p-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinoneChemIDplus
1-(1-(3-(p-fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinoneChemIDplus
Manual XrefsDatabases
D00308KEGG DRUG
US3161645Patent
DB00450DrugBank
DroperidolWikipedia
LSM-4193LINCS
966DrugCentral
Registry NumbersSources
Beilstein:579168Beilstein
CAS:548-73-2ChemIDplus