trimethobenzamide (CHEBI:27796)

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ChEBI Name	trimethobenzamide

ChEBI ID	CHEBI:27796

Definition	The 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:9730, CHEBI:27123

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Formula

C21H28N2O5

Net Charge

Average Mass

388.45740

Monoisotopic Mass

388.19982

InChI

InChI=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)

InChIKey

FEZBIKUBAYAZIU-UHFFFAOYSA-N

SMILES

COc1cc(cc(OC)c1OC)C(=O)NCc1ccc(OCCN(C)C)cc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

ChEBI Ontology
Outgoing	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

Synonym	Source
N-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4,5-trimethoxybenzamide	DrugBank

Last Modified

22 February 2017