Betahistine

ChemicalBook > CAS DataBase List > Betahistine

Product Name: Betahistine
CAS No.: 5638-76-6
Chemical Name: Betahistine
Synonyms: Y-G 14-d3;PT 9 base;Serc base;Vasomotal;β-Histine;BETAHISTINE;NSC 42617-d3;AKOS BBS-00002883;Sinmenier (free base);Betahistine Impurity 23
CBNumber: CB4489793
Molecular Formula: C8H12N2
Formula Weight: 136.19
MOL File: 5638-76-6.mol

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Betahistine Property

Boiling point:: 113-114 °C30 mm Hg(lit.)
Density: 0.984 g/mL at 25 °C(lit.)
vapor pressure: 17.7Pa at 25℃
refractive index: n20/D 1.518(lit.)
Flash point:: 206 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), DMSO (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: pKa 3.46 (Uncertain)
form: Oil
color: Light Yellow to Yellow
Water Solubility: 1000g/L at 25℃
Merck: 13,1181
LogP: 0.68
CAS DataBase Reference: 5638-76-6(CAS DataBase Reference)
EPA Substance Registry System: 2-Pyridineethanamine, N-methyl- (5638-76-6)

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Safety

Hazard Codes: Xi,C
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 2
RTECS: UT5552000
Hazard Note: Corrosive
HS Code: 2933399990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M28804
Product name: 2-(2-Methylaminoethyl)pyridine
Purity: 97%
Packaging: 5g
Price: $62.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: M28804
Product name: 2-(2-Methylaminoethyl)pyridine
Purity: 97%
Packaging: 25g
Price: $298.2
Updated: 2024/03/01

TRC

Product number: B324005
Product name: Betahistine
Packaging: 1g
Price: $145
Updated: 2021/12/16

Oakwood

Product number: 065480
Product name: N-Methyl-N-(2-pyridin-2-ylethyl)amine
Purity: 95%
Packaging: 250mg
Price: $20
Updated: 2021/12/16

Matrix Scientific

Product number: 081894
Product name: N-Methyl-N-(2-pyridin-2-ylethyl)amine
Purity: 97%
Packaging: 1g
Price: $37
Updated: 2021/12/16

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Betahistine Chemical Properties,Usage,Production

Description

Betahistine is an analogue of histamine with weak agonist properties at histamine H1 receptors and more potent antagonistic effects at histamine H3 receptors.
This drug is broadly used worldwide, except for the USA, since it has not been approved by the US Food and Drug Administration. Betahistine is a structural analog of histamine that acts as a weak partial postsynaptic histamine H1 receptor agonist and presynaptic H3 receptor antagonist, with no effect on postsynaptic H2 receptors (Gbahou et al, 2010). The mechanism of action of the drug appears to depend mainly on its action on H3 receptors mediated by two metabolites, aminoethylpyridine and hydroxyethylpyridine (Bertich et al, 2014).

Uses

Betahistine is a vasodilator, a mild H1 histamine agonist, and a potent H3 histamine antagonist. The mechanism of action in Meniere's disease is unknown, but theories include reducing the endolymphatic pressure through improved circulation in the stria vascularis or inhibiting activity in the vestibular nuclei. It has been found to be a safe drug with a very low side effect profile. Betahistine was FDA approved for Meniere's disease in the US market for a short period of time in the 1970s, but approval was then rescinded due to lack of evidence supporting its efficacy. However, based on clinical experience and several observational studies, it is still widely used elsewhere in the world.

Uses

Anti - Vertigo/Anti-Nauseants/Antiemetics

Indications

Betahistine is indicated in treatment of Meniere's disease (vertigo, hearing loss and tinnitus); it is not effective in preventing vertigo attacks.

Definition

ChEBI: Betahistine is 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. It has a role as a vasodilator agent and a H1-receptor agonist. It is an aminoalkylpyridine and a secondary amino compound.

brand name

Serc (Unimed).

Mechanism of action

The precise mechanism of betahistine's actions is unclear; it has antagonistic actions on histamine H3 receptors, and is a weak agonist at H receptors. In animal studies, it inhibits generation of spikes in vestibular nuclei. Its vasodilator activity (similar to histamine's) presumably improves blood flow in the inner ear and brainstem.

Pharmacokinetics

After oral administration, betahistine is rapidly and completely absorbed, rapidly metabolised (to one major metabolite, 2-pyridylacetic acid) and 90% excreted within 24 hours. Plasma and urinary half-lives are about 3.5 hours.

Side effects

Common adverse reactions include headache, nausea and dyspepsia. More rarely, hypersensitivity reactions (rash, pruritis, bronchospasm) and hypotension may occur.

Drug interactions

Co-administration of betahistine and monoamine oxidase inhibitors type B reduces metabolism of betahistine. Theoretically, interactions might occur with concurrent antihistamines; however, no significant problems have been reported.

Dosage forms

Betahistine is provided as scored tablets, 16 mg. Dose is 8-16 mg taken three times daily. It should be taken with food to minimise risk of GIT upsets. Patients are warned that it may take several weeks for beneficial effects to be noticed.

Precautions

Betahistine should be used with caution in individuals with asthma, urticaria, phaeochromocytoma or hypersensitivity to any components of tablets. Betahistine is contraindicated in people with active or history of peptic ulcer. Betahistine is classified in Pregnancy Safety Category B2: insufficient data available; it is contraindicated in pregnancy and lactation, and in children under 18.

Betahistine Preparation Products And Raw materials

Raw materials

2-Picoline 2-(2-Hydroxyethyl)pyridine 2-Vinylpyridine Methylamine hydrochloride Hydrochloric acid Acetic acid

Preparation Products

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View Lastest Price from Betahistine manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 2-[2-(Methylamino)ethyl]pyridine 5638-76-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2020-05-11

Dideu Industries Group Limited

Product: 2-(2-METHYLAMINOETHYL)PYRIDINE 5638-76-6
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-12

Career Henan Chemical Co

Product: 2-(2-METHYLAMINOETHYL)PYRIDINE 5638-76-6
Price: US $1.00/g
Min. Order: 100g
Purity: 99%
Supply Ability: G/KG/T
Release date: 2019-12-20

5638-76-6, BetahistineRelated Search:

Betaine hydrochloride Betahistine Impurity 3 BETANIN Betahistine Impurity 2 TriHCl CYTIDINE 5'-DIPHOSPHOCHOLINE Eperisone Nimodipine Betahistine mesylate 3-(2-METHYLAMINOETHYL)PYRIDINE 2-(BETA-METHYLAMINOETHYL)PYRIDINE DIHYDROCHLORIDE

N-Methyl-N-(2-pyridin-2-ylethyl)amine

METHYL-(2-PYRIDIN-2-YL-ETHYL)-AMINE

BETAHISTINE

AKOS BBS-00002883

2'-(2-N-METHYLAMINO ETHYL)PYRIDINE

2-(2-METHYLAMINOETHYL)PYRIDINE

2-[B-(METHYLAMINO)ETHYL]PYRIDINE

2-(METHYLAMINOETHYL)PYRIDINE

N-METHYL-N-[2-(2-PYRIDYL)ETHYL]AMINE

(2-(2-pyridyl)ethyl)methylamine

[2-(2-Pyridyl)ethyl]methylamine

2-(2-(methylamino)ethyl)-pyridin

2-(beta-Methylaminoethyl)pyridine

2-Pyridineethanamine, N-methyl-

N-Methyl-2-(2-pyridinyl)ethanamine

2-[-(Methyl-d3)aminoethyl]pyridine

2-[2-(Methyl-d3)aminoethyl]pyridine

N-(Methyl-d3)-2-pyridineethanamine

N-(Methyl-d3)-N-[2-(pyridin-2-yl)ethyl]amine

NSC 42617-d3

Y-G 14-d3

n-methyl-2-pyridineethanamin

n-methyl-2-pyridineethanamine

N-Methyl-2-pyridineethylamine

N-Methyl-N-beta-(2-pyridyl)ethylamine

PT 9 base

Pyridine, 2-[2-(methylamino)ethyl]-

Serc base

Sinmenier (free base)

Vasomotal

N-Methyl-2-(2-pyridyl)ethylamine

β-Histine

2-(2-Methylaminoethyl)pyridine ,97%

n-Methyl-n-[2-(2-pyridyl)amine, 97+%

2-(2-Methylaminoethyl)pyridine ,95%

2-(2-METHYLAMINOETHYL)PYRIDINE USP/EP/BP

Betahistine Impurity 23

5638-76-6

C8H9D3N2

AMINE

C7 and C8

Building Blocks

Heterocyclic Building Blocks

Pyridines

C7 and C8

Heterocyclic Building Blocks

Pyridines

Aromatics

Heterocycles

Isotope Labeled Compounds