CHEBI:107736 - metoclopramide

ChEBI IDCHEBI:107736
ChEBI Namemetoclopramide
Stars
DefinitionA member of the class of benzamides resulting from the formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with the primary amino group of N,N-diethylethane-1,2-diamine.
Secondary ChEBI IDCHEBI:6898
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H22ClN3O2
Net Charge0
Average Mass299.802
Monoisotopic Mass299.14005
SMILESCCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
InChIInChI=1S/C14H22ClN3O2/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)
InChIKeyTTWJBBZEZQICBI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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.
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.
ChEBI Ontology
Outgoing Relation(s)
metoclopramide (CHEBI:107736) has role antiemetic (CHEBI:50919)
metoclopramide (CHEBI:107736) has role dopaminergic antagonist (CHEBI:48561)
metoclopramide (CHEBI:107736) has role environmental contaminant (CHEBI:78298)
metoclopramide (CHEBI:107736) has role gastrointestinal drug (CHEBI:55324)
metoclopramide (CHEBI:107736) has role xenobiotic (CHEBI:35703)
metoclopramide (CHEBI:107736) is a benzamides (CHEBI:22702)
metoclopramide (CHEBI:107736) is a monochlorobenzenes (CHEBI:83403)
metoclopramide (CHEBI:107736) is a substituted aniline (CHEBI:48975)
metoclopramide (CHEBI:107736) is a tertiary amino compound (CHEBI:50996)
metoclopramide (CHEBI:107736) is conjugate base of metoclopramide(1+) (CHEBI:61170)
Incoming Relation(s)
metoclopramide(1+) (CHEBI:61170) is conjugate acid of metoclopramide (CHEBI:107736)
IUPAC Name 
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
INNs  Source
metoclopramideChemIDplus
metoclopramidaChemIDplus
metoclopramidumChemIDplus
Synonyms  Source
4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamideChEMBL
2-methoxy-4-amino-5-chloro-N,N-(dimethylaminoethyl)benzamideChemIDplus
2-methoxy-5-chloroprocainamideChemIDplus
4-amino-5-chloro-2-methoxy-N-(β-diethylaminoethyl)benzamideChemIDplus
4-amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamideChemIDplus
Brand Names  Source
ElietenDrugBank
ReliveranDrugBank
Manual XrefsDatabases
D00726KEGG DRUG
DB01233DrugBank
BE620543Patent
US3177252Patent
MetoclopramideWikipedia
HMDB0015363HMDB
C07868KEGG COMPOUND
LSM-3689LINCS
1782DrugCentral
1821VSDB
Registry NumbersSources
Reaxys:1884366Reaxys
CAS:364-62-5KEGG DRUG
CAS:364-62-5ChemIDplus