CHEBI:6899 - metoclopramide hydrochloride

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ChEBI Name metoclopramide hydrochloride
Definition A hydrate that is the monohydrate form of metoclopramide monohydrochloride.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H25Cl2N3O3
Net Charge 0
Average Mass 354.27300
Monoisotopic Mass 353.12730
InChI InChI=1S/C14H22ClN3O2.ClH.H2O/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3;;/h8-9H,4-7,16H2,1-3H3,(H,17,19);1H;1H2
SMILES O.Cl.CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
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): gastrointestinal drug
A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
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ChEBI Ontology
Outgoing metoclopramide hydrochloride (CHEBI:6899) has part metoclopramide(1+) (CHEBI:61170)
metoclopramide hydrochloride (CHEBI:6899) has role antiemetic (CHEBI:50919)
metoclopramide hydrochloride (CHEBI:6899) has role dopaminergic antagonist (CHEBI:48561)
metoclopramide hydrochloride (CHEBI:6899) has role gastrointestinal drug (CHEBI:55324)
metoclopramide hydrochloride (CHEBI:6899) is a hydrate (CHEBI:35505)
metoclopramide hydrochloride (CHEBI:6899) is a hydrochloride (CHEBI:36807)
Incoming metoclopramide dihydrochloride monohydrate (CHEBI:60906) has part metoclopramide hydrochloride (CHEBI:6899)
2-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-N,N-diethylethanaminium chloride—water (1/1)
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide hydrochloride—water (1/1)
Synonyms Sources
4-amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide monohydrochloride monohydrate ChemIDplus
Metoclopramide HCl H2O ChEBI
metoclopramide hydrochloride monohydrate KEGG DRUG
Brand Names Sources
Apo-Metoclop DrugBank
Cerucal DrugBank
Clopromate DrugBank
Duraclamid DrugBank
Emperal DrugBank
Gastrese DrugBank
Gastrobid DrugBank
Gastromax DrugBank
Gastrosil DrugBank
Gastrotablinen DrugBank
Gastrotem DrugBank
Maxeran DrugBank
Maxolon DrugBank
Meclopran DrugBank
Metamide DrugBank
Metoclol DrugBank
Metocobil DrugBank
Metramid DrugBank
Moriperan DrugBank
Mygdalon DrugBank
Parmid DrugBank
Paspertin DrugBank
Peraprin DrugBank
Plasil DrugBank
Pramiel DrugBank
Reglan DrugBank
Manual Xrefs Databases
DB01233 DrugBank
View more database links
Registry Numbers Types Sources
14033489 Reaxys Registry Number Reaxys
54143-57-6 CAS Registry Number KEGG DRUG
Last Modified
02 February 2011
General Comment
2011-01-12 Metoclopramide is a dopamine D2 antagonist. It is used (particularly as the monohydrochloride monohydrate, commonly known as metoclopramide hydrochloride) to increase motility of the upper gastrointestinal tract in disorders such as gastro-oesophageal reflux, and for the treatment of nausea and vomiting associated with various gastrointestinal disorders, with migraine, following surgery, and with cancer therapy. Although chemically related to procainamide, metoclopramide does not possess local anaesthetic or anti-arrhythmic properties.