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CHEBI:4604 - dimenhydrinate

ChEBI IDCHEBI:4604
ChEBI Namedimenhydrinate
Stars
DefinitionThe diphenhydramine salt of 8-chlorotheophylline. Its effects are similar to those of diphenhydramine, but it is less potent. It was thought that by combining the antiemetic effects of diphenhydramine with the mild stimulant effects of 8-chlorotheophyline, the extreme drowsiness induced by the former would be mitigated. However, the sedation caused by diphenhydramine is considerably stronger than the stimulation caused by 8-chlorotheophylline. Dimenhydrinate is used mainly as an antiemetic in the prevention and treatment of motion sickness.
Last Modified16 July 2010
DownloadsMolfile
FormulaC17H22NO.C7H6ClN4O2
Net Charge0
Average Mass469.973
Monoisotopic Mass469.18807
SMILESC[NH+](C)CCOC(c1ccccc1)c1ccccc1.Cn1c(=O)c2[n-]c(Cl)nc2n(C)c1=O
InChIInChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10,13)
InChIKeyDKHVTDUUNTVKOW-UHFFFAOYSA-N
Roles Classification
Biological Role:
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
Applications:
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
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)
dimenhydrinate (CHEBI:4604) has part 8-chlorotheophylline(1−) (CHEBI:59778)
dimenhydrinate (CHEBI:4604) has part diphenhydramine (CHEBI:4636)
dimenhydrinate (CHEBI:4604) has role antiemetic (CHEBI:50919)
dimenhydrinate (CHEBI:4604) has role H1-receptor antagonist (CHEBI:37955)
dimenhydrinate (CHEBI:4604) is a organic salt (CHEBI:24868)
IUPAC Name 
2-(diphenylmethoxy)-N,N-dimethylethanaminium 8-chloro-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-7-ide
INNs  Source
dimenhidrinatoChemIDplus
dimenhydrinatumChemIDplus
dimenhydrinateChemIDplus
Synonyms  Source
diphenhydramine 8-chlorotheophyllinateChemIDplus
Benzhydryl-β-dimethylaminoethylether 8-chlorotheophyllineChemIDplus
diphenhydramine 8-chlorotheophyllineChemIDplus
(O-benzhydryl(dimethylamino)ethanol) 8-chlorotheophyllinateChemIDplus
O-benzhydryldimethylaminoethanol 8-chlorotheophyllinateChemIDplus
β-dimethylaminoethyl benzhydryl ether 1,3-dimethyl-8-chloroxanthineChemIDplus
Manual XrefsDatabases
D00520KEGG DRUG
DB00985DrugBank
US2499058Patent
US2534813Patent
Registry NumbersSources
CAS:523-87-5ChemIDplus