CHEBI:35677 - betahistine

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ChEBI Name betahistine
ChEBI ID CHEBI:35677
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H12N2
Net Charge 0
Average Mass 136.19430
Monoisotopic Mass 136.100
InChI InChI=1S/C8H12N2/c1-9-7-5-8-4-2-3-6-10-8/h2-4,6,9H,5,7H2,1H3
InChIKey UUQMNUMQCIQDMZ-UHFFFAOYSA-N
SMILES CNCCc1ccccn1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): H1-receptor agonist
A histamine agonist that binds to and activates H1-receptors.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
betahistina WHO MedNet
bétahistine WHO MedNet
betahistine WHO MedNet
betahistinum WHO MedNet
Synonyms Sources
2-(β-methylaminoethyl)pyridine NIST Chemistry WebBook
2-[2-(methylamino)ethyl]pyridine NIST Chemistry WebBook
[2-(2-pyridyl)ethyl]methylamine NIST Chemistry WebBook
N-methyl-2-(2-pyridinyl)ethanamine NIST Chemistry WebBook
N-methyl-2-pyridineethanamine ChemIDplus
Manual Xrefs Databases
346 DrugCentral
Betahistine Wikipedia
D07522 KEGG DRUG
DB06698 DrugBank
HMDB0015644 HMDB
LSM-4044 LINCS
View more database links
Registry Numbers Types Sources
112294 Reaxys Registry Number Reaxys
112294 Beilstein Registry Number Beilstein
5638-76-6 CAS Registry Number NIST Chemistry WebBook
5638-76-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20530654 PubMed citation Europe PMC
22365373 PubMed citation Europe PMC
22745706 PubMed citation Europe PMC
7589314 PubMed citation Europe PMC
Last Modified
22 February 2017