Betahistine hydrochlorideProduct ingredient for Betahistine

Name
Betahistine hydrochloride
Drug Entry
Betahistine

Ménière's disease is a progressive disease of the inner ear characterized by vertigo, tinnitus, and hearing loss. It has a significant impact on both the physical and social functioning of affected individuals.2,13

Betahistine is a histamine-like antivertigo drug used for treating symptoms associated with Ménière's disease. It is thought to reduce symptoms through its actions on histamine receptors.4,12 Betahistine was first approved by the FDA in the 1970s but withdrawn within approximately 5 years due to a lack of evidence supporting its efficacy. It is currently marketed in Canada by various companies, including Teva Pharmaceuticals.

Accession Number
DBSALT001190
Structure
Synonyms
Betahistine 2HCl / Betahistine dihydrochloride / Betahistine HCl / Betahistine hydrochloride
UNII
49K58SMZ7U
CAS Number
5579-84-0
Weight
Average: 209.11
Monoisotopic: 208.0534039
Chemical Formula
C8H14Cl2N2
InChI Key
XVDFMHARQUBJRE-UHFFFAOYSA-N
InChI
InChI=1S/C8H12N2.2ClH/c1-9-7-5-8-4-2-3-6-10-8;;/h2-4,6,9H,5,7H2,1H3;2*1H
IUPAC Name
methyl[2-(pyridin-2-yl)ethyl]amine dihydrochloride
SMILES
Cl.Cl.CNCCC1=CC=CC=N1
ChemSpider
61900
ChEMBL
CHEMBL1446813
Predicted Properties
PropertyValueSource
Water Solubility49.3 mg/mLALOGPS
logP0.59ALOGPS
logP0.63Chemaxon
logS-0.44ALOGPS
pKa (Strongest Basic)9.77Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area24.92 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity41.33 m3·mol-1Chemaxon
Polarizability15.85 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon