Betahistine dihydrochloride

Product Name: Betahistine dihydrochloride
CAS No.: 5579-84-0
Chemical Name: Betahistine dihydrochloride
Synonyms: Betahistine Di HCl;BETAHISTINE HYDROCHLORIDE;PT-9;Serc;Betaserc;Microser;SinMenier;BetahistineHCl;Betahistine 2 hcl;Betahistine dihydroc
CBNumber: CB8390055
Molecular Formula: C8H14Cl2N2
Formula Weight: 209.12
MOL File: 5579-84-0.mol

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Betahistine dihydrochloride Property

Melting point:: 150-154 °C
storage temp.: 2-8°C
solubility: Very soluble in water, soluble in ethanol (96 per cent), practically insoluble in 2propanol.
form: powder
color: Pale Yellow
Stability:: Hygroscopic
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
InChIKey: XVDFMHARQUBJRE-UHFFFAOYSA-N
SMILES: C1(CCNC)=NC=CC=C1.Cl.Cl
CAS DataBase Reference: 5579-84-0(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
WGK Germany: 3
RTECS: UT2969000
HS Code: 29333990

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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

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B4638
Product name: Betahistine dihydrochloride
Purity: ≥98%
Packaging: 5g
Price: $48.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1065618
Product name: Betahistine hydrochloride
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: R750492
Product name: 2-(2-METHYLAMINOETHYL)PYRIDINE DIHYDROCHLORIDE
Purity: AldrichCPR
Packaging: 1G
Price: $97.9
Updated: 2022/05/15

Cayman Chemical

Product number: 27602
Product name: Betahistine (hydrochloride)
Packaging: 5g
Price: $70
Updated: 2024/03/01

Cayman Chemical

Product number: 27602
Product name: Betahistine (hydrochloride)
Packaging: 10g
Price: $93
Updated: 2024/03/01

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Betahistine dihydrochloride Chemical Properties,Usage,Production

Description

Betahistine dihydrochloride (BH.2HCl) is an orally active histamine analog which has been used to control vertigo, lack of hearing and tinnitus related to Ménière’s disease. The mechanism of BH.2HCl is to reduce the pressure of the membranous labyrinth that results in enhancement of the microvasculature circulation and improves the signs of Ménière’s disease. Peroral administration undergoes extensive first-pass metabolism and gastric irritation in patients with peptic ulcer. In treatment of vertigo, a uniform and constant supply of drug is required in order to maintain steady-state concentration of the drug in the body. Unfortunately, BH.2HCl possesses a short half-life of about 3–4 h and requires frequent administration of the drug,12–15 thereby making it an ideal candidate for controlled release preparations.

Chemical Properties

white to light yellow crystalline powder

Uses

Betahistine is belongs to a group of medications used to treat vertigo associated with Ménière's disease. Vertigo is a condition that causes sufferers to have a sensation of rotation or movement of themselves or their surroundings. Ménière's disease is a disorder of the inner ear that causes vertigo in addition to symptoms such as ringing in the ears, headache, and loss of hearing.
Betahistine is used to reduce the number of episodes of vertigo associated with Ménière's disease. It is believed to work by decreasing the pressure in the ear. This pressure is believed to contribute to the sense of dizziness, nausea, and ringing in the ears and hearing loss that people with Ménière's disease experience.

Uses

therapeutic for thrombocytopenia, effective against idiopathic thrombocytopenic purpura and cirrhosis due to hepatitis C.

brand name

Serc (Unimed).

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Pharmacokinetics

Absorption:
Betahistine dihydrochloride is readily and almost completely absorbed after oral administration from all parts of the gastro-intestinal tract, and peak plasma concentrations of 14C-labelled betahistine dihydrochloride are attained one hour after oral administration to fasting subjects.After absorption, the drug is rapidly and almost completely metabolized into 2-pyridylacetic acid. Plasma levels of betahistine are very low. Pharmacokinetic analyses are therefore based on 2-PAA measurements in plasma and urine.
Under fed conditions Cmax is lower compared to fasted conditions. However, total absorption of betahistine is similar under both conditions, indicating that food intake only slows down the absorption of betahistine.
Distribution:
The percentage of betahistine that is bound by blood plasma proteins is less than 5 %.
Biotransformation:
After absorption, betahistine is rapidly and almost completely metabolized into 2-PAA (which has no pharmacological activity). After oral administration of betahistine the plasma (and urinary) concentration of 2-PAA reaches its maximum 1 hour after intake and declines with a half-life of about 3.5 hours.
Excretion:
2-PAA is readily excreted in the urine. In the dose range between 8 and 48 mg, about 85% of the original dose is recovered in the urine. Renal or faecal excretion of betahistine itself is of minor importance.
Betahistine dihydrochloride is eliminated by the kidney with 85 - 90% of the radioactivity of an 8 mg dose appearing in the urine over 56 hours. Maximum excretion rates are reached within 2 hours of administration. Plasma levels of the parent drug are below the limits of detection of the assay.
Bioavailability has therefore been assessed from urinary excretion of its main metabolite, 2-pyridylacetic acid.
There is no evidence for presystemic metabolism. Biliary excretion is not important as a route of elimination of either the drug or its metabolites in the rat and is unlikely to be so in man.
Linearity:
Recovery rates are constant over the oral dose range of 8 – 48 mg indicating that the pharmacokinetics of betahistine are linear, and suggesting that the involved metabolic pathway is not saturated.

Clinical Use

Treatment of vertigo, tinnitus and hearing loss associated with Ménière’s syndrome

Side effects

Stomach upset, nausea, and headache may occur. This medication may also rarely cause drowsiness. If any of these effects persist or worsen, tell your doctor or pharmacist promptly.
Remember that your doctor has prescribed this medication because he or she has judged that the benefit to you is greater than the risk of side effects. Many people using this medication do not have serious side effects.
A very serious allergic reaction to this drug is rare. However, seek immediate medical attention if you notice any symptoms of a serious allergic reaction, including:
rash
itching/swelling (especially of the face/tongue/throat)
severe dizziness
trouble breathing
This is not a complete list of possible side effects. If you notice other effects not listed above, contact your doctor or pharmacist.

Metabolism

Betahistine is excreted almost exclusively in the urine as 2-pyridylacetic acid within 24 hours of administration. No unchanged betahistine has been detected.

Mode of action

Betahistine acts both as a partial histamine H1-receptor agonist and histamine H3-receptor antagonist also in neuronal tissue, and has negligible H2-receptor activity. Betahistine increases histamine turnover and release by blocking presynaptic H3-receptors and inducing H3-receptor downregulation.
Betahistine dihydrochloride is a histamine-like drug in which pharmacological activity can be attributed to a specific effects and/or more direct influences on recovery mechanisms the vestibular nuclei. It has weak agonist activity at histamine H1 receptors and moderate antagonist activity at H3; receptors. The antagonist action of betahistine dihydrochloride at the H3: receptor can be expected to potentiate the release of presynaptic histamine in vivo by blocking the auto-inhibitory feedback at histaminergic terminals, its action on medial vestibular nucleus cells is to significantly reduce their responsiveness to histamine. This action of betahistine dihydrochloride occurs at post-synaptic H1 receptors, since betahistine dihydrochloride lacks any effect at H2 receptors. The effects of betahistine dihydrochloride are thus consistent with a partial agonist action at these receptors, with betahistine dihydrochloride having little excitatory action on its own but reducing the excitatory responses to histamine by occupying H1 receptor sites.

Betahistine dihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Betahistine dihydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Betahistine dihydrochloride 5579-84-0
Price: US $0.00/Kg/Bag
Min. Order: 1KG
Purity: 98%min
Supply Ability: 500kgs
Release date: 2021-10-15

Hebei Weibang Biotechnology Co., Ltd

Product: Betahistine dihydrochloride 5579-84-0
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-21

Hangzhou Hyper Chemicals Limited

Product: Betahistine dihydrochloride 5579-84-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%, USP
Supply Ability: 5,000KG
Release date: 2024-04-10

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Betahistine dihydrochloride (Y0000391)

Betahistine dihydrochlorideQ: What is Betahistine dihydrochloride Q: What is the CAS Number of Betahistine dihydrochloride Q: What is the storage condition of Betahistine dihydrochloride Q: What are the applications of Betahistine dihydrochloride

Betahistine Hydrochloride (1065618)

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Betahistine Reference Standard

5579-84-0

C8H122HCl

20912

Building Blocks

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5579-84-0

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