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CHEBI:59812 - domperidone maleate

ChEBI IDCHEBI:59812
ChEBI Namedomperidone maleate
Stars
DefinitionThe maleic acid salt of domperidone. A dopamine antagonist, domperidone 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 maleate salt is used in tablet preparations, while the free base is used in oral suspensions.
Last Modified21 July 2010
SubmitterGareth Owen
DownloadsMolfile
FormulaC22H26ClN5O2.C4H2O4
Net Charge0
Average Mass541.992
Monoisotopic Mass541.17281
SMILESO=C([O-])/C=C\C(=O)[O-].O=C1[NH2+]c2ccccc2N1CCCN1CCC(N2C(=O)[NH2+]c3cc(Cl)ccc32)CC1
InChIInChI=1S/C22H24ClN5O2.C4H4O4/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;5-3(6)1-2-4(7)8/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKeyOAUUYDZHCOULIO-BTJKTKAUSA-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 maleate (CHEBI:59812) has part domperidone (CHEBI:31515)
domperidone maleate (CHEBI:59812) has part maleate(2−) (CHEBI:30780)
domperidone maleate (CHEBI:59812) has role antiemetic (CHEBI:50919)
domperidone maleate (CHEBI:59812) has role dopaminergic antagonist (CHEBI:48561)
domperidone maleate (CHEBI:59812) is a maleate salt (CHEBI:50221)
IUPAC Name 
6-chloro-2-oxo-3-{1-[3-(2-oxo-2,3-dihydro-1H-3,1-benzimidazol-3-ium-1-yl)propyl]piperidin-4-yl}-2,3-dihydro-1H-benzimidazol-1-ium (2Z)-but-2-enedioate
Synonyms  Source
5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl)piperidin-4-yl)-1,3-dihydro-2H-benzimidazol-2-one maleateChemIDplus
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 (2Z)-but-2-enedioateIUPAC
Manual XrefsDatabases
D07868KEGG DRUG
Registry NumbersSources
CAS:83898-65-1ChemIDplus
CAS:99497-03-7KEGG DRUG