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ChemicalBook--->CAS DataBase List--->1267657-68-0

1267657-68-0

1267657-68-0 Structure

1267657-68-0 Structure
IdentificationBack Directory
[Name]

[2H3]-Quinidine
[CAS]

1267657-68-0
[Synonyms]

[2H3]-Quinidine
[Molecular Formula]

C20H24N2O2
[MDL Number]

MFCD09841218
[MOL File]

1267657-68-0.mol
[Molecular Weight]

324.42
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

Chloroform: slightly soluble; Methanol: slightly, heated
[form ]

A solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS06,GHS07
[Signal word ]

Danger
[Hazard statements ]

H301-H315
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P302+P352-P362+P364-P332+P313-P405-P501
Hazard InformationBack Directory
[Description]

Quinidine-d3 is intended for use as an internal standard for the quantification of quinidine by GC- or LC-MS. Quinidine is a stereoisomer of the antimalarial agent quinine and a class Ia antiarrhythmic agent.1,2 Quinidine blocks the voltage-gated sodium (Nav) channel Nav1.5 in a use-dependent manner.1 It decreases the amplitude and duration of action potentials in isolated canine ventricular myocytes.3 Quinidine inhibits KKr, peak INa, and late INa (IC50s = 4.5, 11, and 12 μM, respectively) and can induce torsade de pointes in isolated rabbit hearts when used at a concentration of 1 μM.2 It induces QT prolongation in dogs.4 Quinidine also binds to M2 muscarinic acetylcholine receptors (Ki = 7.5 μM for human recombinant receptors expressed in HM2-B10 cells).5 Formulations containing quinidine have been used in the treatment of atrial fibrillation and ventricular arrhythmias.
[Uses]

A dextrorotatory stereoizomer of Quinine. Antiarrhythmic (class IA). Antimalarial.
[References]

1. Roden, D.M. Pharmacology and toxicology of Nav1.5-class 1 anti-arrhythmic drugs Card. Electrophysiol. Clin. 6(4),695-704(2014).
2. Wu, L., Guo, D., Li, H., et al. Role of late sodium current in modulating the proarrhythmic and antiarrhythmic effects of quinidine Heart Rhythm 5(12),1726-1734(2008).
3. Salata, J.J., and Wasserstrom, J.A. Effects of quinidine on action potentials and ionic currents in isolated canine ventricular myocytes Circ. Res. 62(2),324-337(1988).
4. Rakhit, A., Guentert, T.W., Holford, N.H.G., et al. Pharmacokinetics and pharmacodynamics of quinidine and its metabolite, quinidine-N-oxide, in beagle dogs Eur. J. Drug Metab. Pharmacokinet. 9(4),315-324(1984).
5. Kovacs, I., Yamamura, H.I., Waite, S.L., et al. Pharmacological comparison of the cloned human and rat M2 muscarinic receptor genes expressed in the murine fibroblast (B82) cell line J. Pharmacol. Exp. Ther. 284(2),500-507(1998).
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