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CHEBI:35677 - betahistine

ChEBI IDCHEBI:35677
ChEBI Namebetahistine
Stars
DefinitionAn aminoalkylpyridine that is pyridine substituted by a 2-(methylamino)ethyl group at position 2. It acts as a histamine agonist and a vasodilator, and is thought to improve the microcirculation of the labyrinth, resulting in reduced endolymphatic pressure. It is used (generally as the hydrochloride or mesylate salt) to reduce the symptoms of vertigo, tinnitus, and hearing loss associated with Ménière's disease.
Last Modified22 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC8H12N2
Net Charge0
Average Mass136.198
Monoisotopic Mass136.10005
SMILESCNCCc1ccccn1
InChIInChI=1S/C8H12N2/c1-9-7-5-8-4-2-3-6-10-8/h2-4,6,9H,5,7H2,1H3
InChIKeyUUQMNUMQCIQDMZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
H1-receptor agonist  A histamine agonist that binds to and activates H1-receptors.
Applications:
H1-receptor agonist  A histamine agonist that binds to and activates H1-receptors.
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
betahistine (CHEBI:35677) has role H1-receptor agonist (CHEBI:71173)
betahistine (CHEBI:35677) has role vasodilator agent (CHEBI:35620)
betahistine (CHEBI:35677) is a aminoalkylpyridine (CHEBI:38198)
betahistine (CHEBI:35677) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
N-methyl-2-pyridin-2-ylethanamine
INNs  Source
betahistinaWHO MedNet
betahistinumWHO MedNet
bétahistineWHO MedNet
betahistineWHO MedNet
Synonyms  Source
[2-(2-pyridyl)ethyl]methylamineNIST Chemistry WebBook
2-[2-(methylamino)ethyl]pyridineNIST Chemistry WebBook
N-methyl-2-pyridineethanamineChemIDplus
2-(β-methylaminoethyl)pyridineNIST Chemistry WebBook
N-methyl-2-(2-pyridinyl)ethanamineNIST Chemistry WebBook
Manual XrefsDatabases
DB06698DrugBank
BetahistineWikipedia
HMDB0015644HMDB
D07522KEGG DRUG
LSM-4044LINCS
346DrugCentral
Registry NumbersSources
Reaxys:112294Reaxys
CAS:5638-76-6NIST Chemistry WebBook
CAS:5638-76-6ChemIDplus
Citations