CHEBI:31515 - domperidone

ChEBI IDCHEBI:31515
ChEBI Namedomperidone
Stars
Definition1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2H-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2H-benzimidazol-2-on-1-yl group. A dopamine antagonist, it is used as an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet preparations.
Secondary ChEBI IDCHEBI:464745
Last Modified22 February 2017
DownloadsMolfile
FormulaC22H24ClN5O2
Net Charge0
Average Mass425.920
Monoisotopic Mass425.16185
SMILESO=c1nc2ccccc2n1CCCN1CCC(n2c(=O)nc3cc(Cl)ccc32)CC1
InChIInChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)
InChIKeyFGXWKSZFVQUSTL-UHFFFAOYSA-N
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:
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)
domperidone (CHEBI:31515) has role antiemetic (CHEBI:50919)
domperidone (CHEBI:31515) has role dopaminergic antagonist (CHEBI:48561)
domperidone (CHEBI:31515) is a benzimidazoles (CHEBI:22715)
domperidone (CHEBI:31515) is a heteroarylpiperidine (CHEBI:48585)
Incoming Relation(s)
domperidone maleate (CHEBI:59812) has part domperidone (CHEBI:31515)
IUPAC Name 
5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)propyl]piperidin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one
INNs  Source
domperidonaChemIDplus
domperidoneChemIDplus
domperidonumChemIDplus
Synonyms  Source
1-(3-(4-(5-chloro-2-oxo-2,3-dihydrobenzo[d]imidazol-1-yl)piperidin-1-yl)propyl)-1H-benzo[d]imidazol-2(3H)-oneChEMBL
5-chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinoneChemIDplus
5-chloro-1-(1-(3-(2-oxo-2,3-dihydrobenzo[d]imidazol-1-yl)propyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-oneChEMBL
5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-oneChEMBL
Manual XrefsDatabases
945DrugCentral
D01745KEGG DRUG
DB01184DrugBank
DE2632870Patent
LSM-2850LINCS
US4066772Patent
Registry NumbersSources
Beilstein:903774Beilstein
CAS:57808-66-9ChemIDplus
CAS:57808-66-9KEGG DRUG