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Catalog Number | ACM6591635 |
CAS Number | 6591-63-5 |
Structure | ![]() |
Synonyms | 6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol hemisulfate hydrate |
IUPAC Name | (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid;dihydrate; |
Molecular Weight | 782.9 |
Molecular Formula | C40H54N4O10S; |
Canonical SMILES | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.O.O.OS(=O)(=O)O; |
InChI | InChI=1S/2C20H24N2O2.H₂O4S.2H₂O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);2*1H2/t2*13-,14-,19+,20-;/m0/s1 |
InChI Key | ZHNFLHYOFXQIOW-AHSOWCEXSA-N |
Melting Point | 212-214 °C |
Purity | 98%+ |
Solubility | Slightly sol in water and soluble in alcohol.; |
Application | antiarrhythmic, antimalarialQuinidine 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. |
Complexity | 538 |
Covalently-Bonded Unit Count | 5 |
Defined Atom Stereocenter Count | 8 |
Exact Mass | 782.35606511 |
Heavy Atom Count | 55 |
Hydrogen Bond Acceptor Count | 14 |
Hydrogen Bond Donor Count | 6 |
Isomeric SMILES | COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.O.O.OS(=O)(=O)O |
Monoisotopic Mass | 782.35606511 |
PhysicalState | Neat |
Rotatable Bond Count | 8 |
Topological Polar Surface Area | 176 Ų |
What is the chemical formula for Quinidine sulfate dihydrate?
The chemical formula for Quinidine sulfate dihydrate is C20H26N2O6S.
What is the melting point of Quinidine sulfate dihydrate?
The melting point of Quinidine sulfate dihydrate is 212-214 °C (dec.)(lit.)
Is Quinidine sulfate dihydrate soluble in water?
Quinidine sulfate dihydrate is slightly soluble in water.
What are the safety hazard codes for Quinidine sulfate dihydrate?
The safety hazard codes for Quinidine sulfate dihydrate are Xn.
What are the common uses of Quinidine sulfate dihydrate?
Quinidine sulfate dihydrate is used as an antiarrhythmic and antimalarial agent.
Which brand names are associated with Quinidine sulfate dihydrate?
Cin-Quin, Quinidex, and Quinora.
What class of antiarrhythmic drug does Quinidine sulfate belong to?
Quinidine sulfate belongs to Class IA antiarrhythmic drugs.
How does Quinidine sulfate affect Na+ current in the myocardial cell?
Quinidine sulfate reduces Na+ current by binding the open ion channels.
What effect does Quinidine sulfate have on the QT interval?
Quinidine sulfate prolongs the action potential duration, resulting in a proportionate increase in the QT interval.
What types of arrhythmias is Quinidine sulfate used to treat?
Quinidine sulfate is used to treat supraventricular and ventricular ectopic arrhythmias, such as atrial and ventricular premature beats, atrial flutter, and atrial fibrillation.
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