CHEBI:59812 - domperidone maleate

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ChEBI Name domperidone maleate
ChEBI ID CHEBI:59812
Definition The 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H28ClN5O6
Net Charge 0
Average Mass 541.98300
Monoisotopic Mass 541.17281
InChI InChI=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-
InChIKey OAUUYDZHCOULIO-BTJKTKAUSA-N
SMILES [O-]C(=O)\C=C/C([O-])=O.Clc1ccc2N(C3CCN(CCCN4C(=O)[NH2+]c5ccccc45)CC3)C(=O)[NH2+]c2c1
Roles Classification
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
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 maleate ChemIDplus
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-enedioate IUPAC
Manual Xref Database
D07868 KEGG DRUG
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Registry Numbers Types Sources
83898-65-1 CAS Registry Number ChemIDplus
99497-03-7 CAS Registry Number KEGG DRUG
Last Modified
21 July 2010