CHEBI:27796 - trimethobenzamide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C21H28N2O5
Net Charge 0
Average Mass 388.45740
Monoisotopic Mass 388.200
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
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.
View more via ChEBI Ontology
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
INNs Sources
trimethobenzamide ChemIDplus
trimethobenzamidum ChemIDplus
trimetobenzamida ChemIDplus
Synonym Source
N-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4,5-trimethoxybenzamide DrugBank
Database Links Databases
2754 DrugCentral
C07178 KEGG COMPOUND
D08643 KEGG DRUG
DB00662 DrugBank
LSM-2750 LINCS
Trimethobenzamide Wikipedia
View more database links
Registry Numbers Types Sources
138-56-7 CAS Registry Number KEGG COMPOUND
138-56-7 CAS Registry Number ChemIDplus
2186451 Beilstein Registry Number Beilstein
Last Modified
22 February 2017