An internal standard for the quantification of quinidine
Related Products
Unlabeled Version(s)
20356Quinidine
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Quinidine-d3

Item No. 28884

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6′-(methoxy-d3)-cinchonan-9S-ol
CAS Number
1267657-68-0
Synonyms
  • (+)-Quinidine-d3
  • β-Quinidine-d3
Molecular Formula
C20H21D3N2O2
Formula Weight
327.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly, heated
SMILES
C=C[C@@H](C[N@@]1CC2)[C@@H]2C[C@]1([H])[C@@H](O)C3=CC=NC4=CC=C(OC([2H])([2H])[2H])C=C43
InChi Code
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/i2D3
InChi Key
LOUPRKONTZGTKE-QMROFPFZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    2.5 mg

    $369

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    Product Description

    Quinidine-d3 is intended for use as an internal standard for the quantification of quinidine (Item No. 20356) by GC- or LC-MS. Quinidine is a stereoisomer of the antimalarial agent quinine (Item No. 23958) 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).