Quinidine sulfate dihydrate

Quinidine sulfate dihydrate Struktur
6591-63-5
CAS-Nr.
6591-63-5
Englisch Name:
Quinidine sulfate dihydrate
Synonyma:
Quinidin;Unii-J13S2394he;Pitayine Sodium;Chinidin Sodium;β-quinine Sodium;β-quinine Sodium;QUINIDINE SULFATE;(S) Quinine Sulfate;Quinidine sulfate CRS;QUINIDINE SULFATE 99+%
CBNumber:
CB2471189
Summenformel:
C20H26N2O6S
Molgewicht:
422.5
MOL-Datei:
6591-63-5.mol

Quinidine sulfate dihydrate Eigenschaften

Schmelzpunkt:
212-214 °C (dec.)(lit.)
alpha 
[α]D20 +260~+270° (c=5, dil. HCl.10min)
Brechungsindex
275 ° (C=2, 0.1mol/L HCl)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
Slightly soluble in water, soluble in boiling water and in ethanol (96 per cent), practically insoluble in acetone.
Farbe
White to Off-White
Wasserlöslichkeit
Soluble in chloroform, water (11 mg/ml at 20°C), alcohol, and ethanol (50 mg/ml).
Sensitive 
Light Sensitive
Merck 
14,8060
InChIKey
AKYHKWQPZHDOBW-ZAXYGKDDNA-N
SMILES
[C@@H]([C@@]1([H])C[C@@H]2CC[N@]1C[C@@H]2C=C)(C1=CC=NC2=CC=C(OC)C=C12)O.S(O)(O)(=O)=O |&1:0,1,4,7,9,r|
CAS Datenbank
6591-63-5(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22-20/21/22
S-Sätze: 13-36
RIDADR  UN 2811 6.1/PG III
WGK Germany  3
RTECS-Nr. VA5605000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  2939200050
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Quinidine sulfate dihydrate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S13:Von Nahrungsmitteln, Getränken und Futtermitteln fernhalten.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Quinidine sulfate dihydrate is a diastereomer of quinine and a Na+ channel blocker. Also a class I antiarrhythmic drug. Quinidine sulfate dihydrate is a white, odorless crystalline substance that has a bitter flavor. It has limited solubility in water and alcohol but dissolves easily in chloroform and ether. This compound is effective against bacteria resistant to erythromycin, including staphylococci and streptococci, and works by inhibiting cellular ATPases.

Chemische Eigenschaften

Quinidine sulfate dihydrate is white to light yellow crystal powde

Verwenden

Quinidine sulfate dihydrate (cas# 6591-63-5) is the hydrated, sulfate salt of Quinidine (Q685000), a dextrorotatory stereoisomer of Quinine. Antiarrhythmic (class IA). Antimalarial.

Application

Quinidine sulfate salt dihydrate has been used as an antiarrhythmic drug to study its effects on phosphorylation and mutations in the cardiac sodium channel Nav1.5.

Allgemeine Beschreibung

Quinidine sulfate dihydrate is the sulfateof an alkaloid obtained from various species ofCinchona and their hybrids. It is a dextrorotatory diastereoisomerof quinine. The salt crystallizes from wateras the dihydrate, in the form of fine, needlelike, white crystals.Quinidine sulfate contains a hydroxymethyl groupthat serves as a link between a quinoline ring and a quinuclidinemoiety. The structure contains two basic nitrogens,of which the quinuclidine nitrogen is the stronger base(pKa 10). Quinidine sulfate dihydrate is bitter and light sensitive.Quinidine sulfate dihydrates are nearly neutral or slightly alkaline. Itis soluble to the extent of 1% in water and more highly solublein alcohol or chloroform.

Clinical Use

Quinidine sulfate is the prototype of antiarrhythmicdrugs and a class IA antiarrhythmic agent according to theVaughan Williams classification. It reduces Na+ current bybinding the open ion channels (i.e., state A). The decreasedNa+entry into the myocardial cell depresses phase 4 diastolicdepolarization and shifts the intracellular threshold potentialtoward zero. These combined actions diminish thespontaneous frequency of pacemaker tissues, depress theautomaticity of ectopic foci, and, to a lesser extent, reduceimpulse formation in the SA node. This last action results inbradycardia. During the spike action potential, quinidinesulfate decreases transmembrane permeability to passiveinflux of Na+, thus slowing the process of phase 0 depolarization,which decreases conduction velocity. This is shownas a prolongation of the QRS complex of electrocardiograms.Quinidine sulfate also prolongs action potential duration,which results in a proportionate increase in the QTinterval. It is used to treat supraventricular and ventricularectopic arrhythmias, such as atrial and ventricular prematurebeats, atrial and ventricular tachycardia, atrial flutter, andatrial fibrillation.

Quinidine sulfate dihydrate Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Quinidine sulfate dihydrate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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