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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

Preparation Products

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Betahistine Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
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LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
Advantage
64
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
Advantage
75
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9461
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
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View Lastest Price from Betahistine manufacturers

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:


  • 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
  • PT 9 base|||Vasomotal|||Serc base
  • 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