ContaminantDB: Betahistine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:29:37 UTC

Update Date

2016-11-09 01:17:28 UTC

Accession Number

CHEM022354

Identification

Common Name

Betahistine

Class

Small Molecule

Description

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 Meniere's disease.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(beta-Methylaminoethyl)pyridine	ChEBI
2-[2-(Methylamino)ethyl]pyridine	ChEBI
[2-(2-Pyridyl)ethyl]methylamine	ChEBI
Betahistina	ChEBI
Betahistinum	ChEBI
N-Methyl-2-(2-pyridinyl)ethanamine	ChEBI
N-Methyl-2-pyridineethanamine	ChEBI
Vestibo	Kegg
2-(b-Methylaminoethyl)pyridine	Generator
2-(Β-methylaminoethyl)pyridine	Generator
Betahistin stada	HMDB
Betahistine mesylate	HMDB
Betahistine methanesulphonate	HMDB
Betavert	HMDB
By vertin	HMDB
Dihydrobromide, betahistine	HMDB
Ergha brand OF betahistine hydrochloride	HMDB
Mesylate, betahistine	HMDB
Serc	HMDB
Solvay brand OF betahistine hydrochloride	HMDB
Stadapharm brand OF betahistine mesylate	HMDB
Vertigon	HMDB
Betahistin al	HMDB
Betahistin ratiopharm	HMDB
Betahistine methanesulfonate	HMDB
By-vertin	HMDB
Dexo brand OF betahistine mesylate	HMDB
Dihydrochloride, betahistine	HMDB
Eurim brand OF betahistine hydrochloride	HMDB
Hennig brand OF betahistine mesylate	HMDB
Medopharm brand OF betahistine mesylate	HMDB
Melopat	HMDB
Unimed brand OF betahistine hydrochloride	HMDB
Aequamen	HMDB
Altana pharma brand OF betahistine mesylate	HMDB
Betahistine dihydrobromide	HMDB
Betaserc	HMDB
Bouchara brand OF betahistine hydrochloride	HMDB
Fides ecopharma brand OF betahistine hydrochloride	HMDB
Fidium	HMDB
Methanesulfonate, betahistine	HMDB
Methanesulphonate, betahistine	HMDB
Ribrain	HMDB
Ratiopharm brand OF betahistine mesylate	HMDB
Aliud brand OF betahistine mesylate	HMDB
Betahistin-ratiopharm	HMDB
Betahistine biphar	HMDB
Betahistine dihydrochloride	HMDB
Betahistine hydrochloride	HMDB
Byk gulden brand OF betahistine hydrochloride	HMDB
Extovyl	HMDB
Gerard brand OF betahistine hydrochloride	HMDB
Hydrochloride, betahistine	HMDB
Lectil	HMDB
Mersilon	HMDB
PT 9	HMDB
PT-9	HMDB
PT9	HMDB
Vasomotal	HMDB

Chemical Formula

C₈H₁₂N₂

Average Molecular Mass

136.194 g/mol

Monoisotopic Mass

136.100 g/mol

CAS Registry Number

5638-76-6

IUPAC Name

methyl[2-(pyridin-2-yl)ethyl]amine

Traditional Name

betahistine

SMILES

CNCCC1=CC=CC=N1

InChI Identifier

InChI=1S/C8H12N2/c1-9-7-5-8-4-2-3-6-10-8/h2-4,6,9H,5,7H2,1H3

InChI Key

UUQMNUMQCIQDMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Pyridine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

secondary amino compound (CHEBI:35677 )
aminoalkylpyridine (CHEBI:35677 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	49.3 g/L	ALOGPS
logP	0.59	ALOGPS
logP	0.63	ChemAxon
logS	-0.44	ALOGPS
pKa (Strongest Basic)	9.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	41.33 m³·mol⁻¹	ChemAxon
Polarizability	15.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-7632c62aa4558c2fb7dd	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 13V, positive	splash10-0006-9100000000-07342e47e4de2ed49a07	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-0900000000-2383d4ee95382a0952b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-1900000000-ca585604bb3faa20d632	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-3900000000-20e6d7b7102f8bdf9f6d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000l-6900000000-d6abf363e740f987060b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000f-9700000000-6f1719ddcb978f3fb5dd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-0006-9400000000-0db109b7fd166bbe90d1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0006-9300000000-6f9e7848042fb2b00b42	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0006-9200000000-0fc13e19d4cc0935a41b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-0006-9100000000-4395f34d6dbb3a0be758	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-0006-9100000000-f6347495cdf25ea92871	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-0006-9000000000-b8660d839b89a1828fd9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-0006-9000000000-bb4d952e3112de0fa855	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0006-9000000000-5093f4a070434d834dbc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-0006-9000000000-41f3edda74912fc48e09	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 9V, positive	splash10-0006-9100000000-ec255d8163bfe16ea693	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0900000000-7f0e238dc7925ca025bc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-1900000000-a73b4f9a37585a7631d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9400000000-bdcba572bab1c36614c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1900000000-5462e3c317b1d05012d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-4900000000-257c19b6692facdce66a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-d813ddb1dd9b7470131f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-1900000000-a399e016fa279418d20c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9400000000-33e9b78ab853fa5c9d3a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-5c82222d49c9fd329ef9	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum