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CHEBI:27796 - trimethobenzamide

ChEBI IDCHEBI:27796
ChEBI Nametrimethobenzamide
Stars
DefinitionThe amide obtained by formal condensation of 3,4,5-trihydroxybenzoic acid with 4-[2-(N,N-dimethylamino)ethoxy]benzylamine. It is used to prevent nausea and vomitting in humans.
Secondary ChEBI IDsCHEBI:9730, CHEBI:27123
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H28N2O5
Net Charge0
Average Mass388.464
Monoisotopic Mass388.19982
SMILESCOc1cc(C(=O)NCc2ccc(OCCN(C)C)cc2)cc(OC)c1OC
InChIInChI=1S/C21H28N2O5/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24)
InChIKeyFEZBIKUBAYAZIU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
trimethobenzamide (CHEBI:27796) has role antiemetic (CHEBI:50919)
trimethobenzamide (CHEBI:27796) is a benzamides (CHEBI:22702)
trimethobenzamide (CHEBI:27796) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
N-{4-[2-(dimethylamino)ethoxy]benzyl}-3,4,5-trimethoxybenzamide
INNs  Source
trimethobenzamideChemIDplus
trimethobenzamidumChemIDplus
trimetobenzamidaChemIDplus
Synonym  Source
N-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4,5-trimethoxybenzamideDrugBank
Manual XrefsDatabases
C07178KEGG COMPOUND
DB00662DrugBank
D08643KEGG DRUG
TrimethobenzamideWikipedia
LSM-2750LINCS
2754DrugCentral
Registry NumbersSources
Beilstein:2186451Beilstein
CAS:138-56-7KEGG COMPOUND
CAS:138-56-7ChemIDplus