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Betahistindihydrochlorid

Betahistine Hydrochloride

HCID 68643
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
5579-84-0
Standard-SMILES
CNCCc1ccccn1.Cl.Cl
InChIKey
XVDFMHARQUBJRE-UHFFFAOYSA-N
Summenformel
C8H14Cl2N2
Durchschnittliche Molmasse
209,11 g/mol
Monoisotopische Masse
208,0534038

Überblick

Betahistine Hydrochloride is the hydrochloride salt form of betahistine, a histamine analog with weak histamine H1 agonistic and more potent histamine H3 antagonistic properties. Upon intranasal administration, betahistine binds to histamine H1 and H3 receptors and exerts its agonistic and antagonistic actions locally and centrally. This promotes cochlear, vestibular and cerebral blood flow, decreases neuronal firing in the vestibular nuclei and increases histamine synthesis and release in the brain which facilitates vestibular compensation. Increased blood flow around the inner ear reduces the amount of fluid in the inner ear and may alleviate vertigo, tinnitus, and hearing loss.

Namen und Bezeichner

Bevorzugter Name
Betahistine Hydrochloride
IUPAC
N-methyl-2-pyridin-2-ylethanamine;dihydrochloride
Lokaler Name
Betahistindihydrochlorid
Englischer Name
Betahistine dihydrochloride
Summenformel
C8H14Cl2N2
Molmasse
209.12

Namen und Synonyme

Betahistine hydrochlorideBetahistine HClSercBetaserc2-Pyridineethanamine, N-methyl-, dihydrochloride2-(2-(Methylamino)ethyl)pyridine dihydrochloride49K58SMZ7UNSC-757397DTXSID102043552-[2-(Methylamino)ethyl]pyridine dihydrochlorideSerc-8Serc-16
Weitere Namen anzeigen
Betahistine Di HClPT-9SinMenierBetahistineHClBETASTINE DI HCLBetahistine 2 hcl
RefChem:567992DTXCID10126846226-966-5Betahistine dihydrochloride5579-84-0Betahistine 2HClMicroserAntivom

Datenbank-Bezeichner

CAS
5579-84-0
PubChem CID
68643
DTXSID
DTXSID10204355
ChEMBL
CHEMBL1446813
UNII
49K58SMZ7U
EC Number
226-966-5

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
24,9 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
12
Formalladung
0
Komplexität
83,3

Physikochemische Eigenschaften

Schmelzpunkt
150 · 150-154 °C
storage temp.
2 · 2-8°C
Löslichkeit
Very soluble in water, soluble in ethanol (96 per cent), practically insoluble in 2propanol.
Aggregatzustand
powder
Farbe
Pale Yellow
Stabilität
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 Datenbank
5579 · 5579-84-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.8% (1 of 55) of reports.

Warning

H315 (94.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Other Safety InformationIMAP assessments - 2-Pyridineethanamine, N-methyl-, dihydrochloride: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (94.5%)

Sicherheitsdaten

wgk
3
hs_code
29333990
RTECS-Nr.
UT2969000
safety_code
24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Drugs used to cause dilation of the blood vessels.

Drugs that bind to and activate histamine receptors. Although they have been suggested for a variety of clinical applications histamine agonists have so far been more widely used in research than therapeutically.

Anwendungen · 2 Einträge

BeschreibungBetahistine 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.

VerwendenBetahistine 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.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

N-Methyl-N,N-bis(2-pyridylethyl)amine

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