Quinidine

Catalog Number	ACM56542
CAS Number	56-54-2
Structure
Synonyms	(8R,9S)-6'-Methoxycinchonan-9-ol
IUPAC Name	(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;
Molecular Weight	324.4
Molecular Formula	C20H24N2O2
Canonical SMILES	COc1ccc2nccc([C@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1
InChI	InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1
InChI Key	LOUPRKONTZGTKE-LHHVKLHASA-N
Melting Point	168-172 °C
Purity	98%+
Solubility	less than 0.1 mg/mL at 64° F (NTP, 1992);8.15e-04 M;1 g /quinidine/ dissolves in about 36 ml alcohol, 56 ml ether, 1.6 ml chloroform; very soluble in methanol; practically insoluble in petroleum ether.;Soluble in benzene;In water, 140 mg/l @ 25 deg C;3.34e-01 g/L;>48.7 [ug/mL];
Appearance	Powder or Crystals
Application	Quinidine occurs in cinchona bark to about0.25-0.3% and also in cuprea bark. It is present in quinine sulfate mother liquor. Itis formed by isomerization of quinine. Itis used in the prevention of certain cardiacarrhythmias.Primary indications for the use of quinidine include (1) abolition of premature complexes that have an atrial, A-V junctional, or ventricular origin; (2) restoration of normal sinus rhythm in atrial flutter and atrial fibrillation after controlling the ventricular rate with digitalis; (3) maintenance of normal sinus rhythm after electrical conversion of atrial arrhythmias; (4) prophylaxis against arrhythmias associated with electrical countershock; (5) termination of ventricular tachycardia; and (6) suppression of repetitive tachycardia associated with Wolff- Parkinson-White (WPW) syndrome. Although quinidine often is successful in producing normal sinus rhythm, its administration in the presence of a rapid atrial rate (flutter and possibly atrial fibrillation) can lead to a further and dangerous increase in the ventricular rate secondary to inhibition of basal vagal tone upon the A-V node. For this reason, digitalis should be used before quinidine when one is attempting to convert atrial flutter or atrial fibrillation to normal sinus rhythm.
Storage	Keep cold.
Complexity	457
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	4
EC Number	200-279-0
Exact Mass	324.183778013
Heavy Atom Count	24
Hydrogen Bond Acceptor Count	4
Hydrogen Bond Donor Count	1
Isomeric SMILES	COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
Monoisotopic Mass	324.183778013
PhysicalState	Powder
Rotatable Bond Count	4
Topological Polar Surface Area	45.6
UN Number	2811

Custom Q&A

What is the chemical formula and molecular weight of Quinidine?

The chemical formula of Quinidine is C20H24N2O2, and the molecular weight is 324.42.

What are some synonyms for Quinidine?

Some synonyms for Quinidine include B-Quinine, Conchinine, and Quindine.

What is the melting point of Quinidine?

The melting point of Quinidine is 168-172 °C.

What is the water solubility of Quinidine at 20 °C?

The water solubility of Quinidine at 20 °C is 0.05 g/100 mL.

How is Quinidine stored?

Quinidine is stored in a dark place, sealed in dry conditions, at a temperature of 2-8 °C.

What are the primary indications for the clinical use of Quinidine?

The primary indications for the clinical use of Quinidine include treating ventricular arrhythmias, atrial fibrillation, and ciliary fibrillation.

What are some of the common side effects associated with Quinidine administration?

Some common side effects associated with Quinidine administration include diarrhea, upper gastrointestinal distress, and light-headedness.

How does Quinidine affect the cardiovascular system in terms of adverse effects?

Quinidine can cause A-V and intraventricular block, ventricular tachyarrhythmias, and depression of myocardial contractility.

How does Quinidine interact with digoxin?

Quinidine can increase the plasma concentrations of digoxin, leading to signs and symptoms of digitalis toxicity.

How is Quinidine metabolized in the body?

Quinidine is mainly metabolized in the liver, with approximately 10-50% excreted unchanged in the urine. Metabolites of Quinidine have about one-third of the activity of the parent drug.

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