| Identification | More | [Name]
Quinidine sulfate dihydrate | [CAS]
6591-63-5 | [Synonyms]
QUINIDINE SULFATE
QUINIDINE SULFATE DIHYDRATE
QUINIDINE SULFATE SALT DIHYDRATE
QUINIDINE SULPHATE DIHYDRATE
6-methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanolhemisulfatehyd
quinidine,hemisulfate,hydrate
quinidine,sulfate,hydrate(2:1:2)
Quinidine sulphate hydrate
QUINIDINE SULFATE 99+%
QUINIDINESULFATE,DIHYDRATE,USP
(S)-[(4S,5R,7R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol sulfate dihydrate
Quinidine dihydrate sulfate salt | [EINECS(EC#)]
678-472-8 | [Molecular Formula]
C20H30N2O8S | [MDL Number]
MFCD00149346 | [Molecular Weight]
458.53 | [MOL File]
6591-63-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
212-214 °C (dec.)(lit.) | [alpha ]
[α]D20 +260～+270° (c=5, dil. HCl.10min) | [refractive index ]
275 ° (C=2, 0.1mol/L HCl) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Slightly soluble in water, soluble in boiling water and in ethanol (96 per cent), practically insoluble in acetone. | [form ]
neat | [color ]
White to Off-White | [Water Solubility ]
Soluble in chloroform, water (11 mg/ml at 20°C), alcohol, and ethanol (50 mg/ml). | [Sensitive ]
Light Sensitive | [Merck ]
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 DataBase Reference]
6591-63-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S13:Keep away from food, drink and animal feeding stuffs .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2811 6.1/PG III | [WGK Germany ]
3
| [RTECS ]
VA5605000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
2939200050 |
| Hazard Information | Back Directory | [Description]
Quinidine sulfate dihydrate(6591-63-5) 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.
| [Chemical Properties]
Quinidine sulfate dihydrate is white to light yellow crystal powde
| [Uses]
antiarrhythmic, antimalarial | [Uses]
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. | [Brand name]
Cin-Quin (Solvay Pharmaceuticals); Quinidex (Wyeth); Quinora (Schering). | [General Description]
Quinidine sulfate dihydrate(6591-63-5) 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.
| [Hazard]
Quinidine sulfate dihydrate(6591-63-5) is acutely toxic and photosensitising. The photosensitisation reaction to quinidine sulphate was reproducible in the photopic test and after oral administration plus ultraviolet A (UVA) irradiation. Eczematous dermatitis was induced after intradermal injection of quinidine sulfate dihydrate irradiated by UVA in vitro only in the presence of the patient's serum. Three workers exposed to quinidine sulphate developed allergic reactions within a short period of time (2-3 months).
| [Biochem/physiol Actions]
Class IA antiarrhythmic; potassium channel blocker. | [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. | [storage]
Store at -20°C |
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