An alkaloid and antiarrhythmic agent
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Diastereomer(s)
46277Hydroquinine
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Hydroquinidine

Item No. 22295

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10,11-dihydro-6'-methoxy-cinchonan-9S-ol
CAS Number
1435-55-8
Synonyms
  • Dihydroquinidine
  • (+)-Hydroquinidine
Molecular Formula
C20H26N2O2
Formula Weight
326.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mLDMF:PBS(pH7.2) (1:2): 0.33 mg/mLDMSO: 25 mg/mLEthanol: 1 mg/mL
λmax
233 nm
SMILES
COC1=CC=C2C(C([C@H](O)[C@@]3([H])C[C@H]4[C@@H](CC)C[N@@]3CC4)=CC=N2)=C1
InChi Code
InChI=1S/C20H26N2O2/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/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
InChi Key
LJOQGZACKSYWCH-LHHVKLHASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $110

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    Product Description

    Hydroquinidine is an alkaloid and derivative of the antiarrhythmic agent quinidine that decreases heart rate variability.1,2,3 It increases the length of the sinus cycle and prolongs QRS duration and ventricular repolarization in anesthetized dogs.2 It has also been imprinted on microspheres as a pseudo-template molecule for recognition of cinchona alkaloids.3 Formulations containing hydroquinidine have been studied for use in treatment of Brugada syndrome, which is a genetic disorder characterized by ventricular fibrillation and a risk of sudden death.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chimienti, M., Regazzi, M.B., La Rovere, M.T., et al. Comparison of the effectiveness of dihydroquinidine and quinidine on ventricular ectopy after acute and chronic administration. Cardiovasc. Drugs Ther. 2(5), 679-686 (1988).

    2. Chézalviel, F., Weissenburger, J., Ertzbischoff, O., et al. Comparison of the cardiac electrophysiological effects of flecainide and hydroquinidine in anesthetized dog: Concentration-response relationship. J. Cardiovasc. Pharmacol. 15(1), 50-56 (1990).

    3. Zhou, Q., He, J., Tang, Y., et al. A novel hydroquinidine imprinted microsphere using a chirality-matching N-acryloyl-L-phenylalanine monomer for recognition of cinchona alkaloids. J. Chromatogr. A. 1238, 60-67 (2012).

    4. Hermida, J.S., Denjoy, I., Clerc, J., et al. Hydroquinidine therapy in Brugada syndrome. J. Am. Coll. Cardiol. 43(10), 1853-1860 (2004).