A cinchona alkaloid with diverse biological activities
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Hydroquinine

Item No. 46277

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8α,9R)-10,11-dihydro-6′-methoxy-cinchonan-9-ol
CAS Number
522-66-7
Synonyms
  • Dihydroquinine
  • NSC 41799
Molecular Formula
C20H26N2O2
Formula Weight
326.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
COC1=CC(C([C@@H](O)[C@@]2(C[C@@]3(CC[N@]2C[C@@H]3CC)[H])[H])=CC=N4)=C4C=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-WZBLMQSHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hydroquinine is a cinchona alkaloid that has been found in Cinchona bark and has diverse biological activities.1,2,3,4 It is active against clinical isolates of multidrug-resistant P. aeruginosa (MICs = 2.5 mg/ml for all) and P. knowlesi.2,3 Hydroquinine inhibits potassium currents in Xenopus oocytes expressing the human sodium-activated potassium channel KNa1.1 (IC50 = 93.9 µM) in an inside-out patch-clamp assay and decreases seizure severity in a mouse model of spontaneous epilepsy induced by mutant KCNT1, the gene encoding KNa1.1.4 It has been used as a building block in the synthesis of polymers for the delivery of plasmid DNA in vitro.5 Formulations containing hydroquinine have been used in the treatment of muscle cramps.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murauer, A., and Ganzera, M. Quantitative determination of major alaloids in Cinchona bark by supercritical fluid chromatography. J. Chromatogr. A 1554, 117-122 (2018).

    2. Weawsiangsang, S., Rattanachak, N., Jongjitvimol, T., et al. Hydroquinine inhibits the growth of multidrug-resistant Pseudomonas aeruginosa via the suppression of the arginine deiminase pathway genes. Int. J. Mol. Sci. 24(18), 13914 (2023).

    3. Polet, H., and Barr, C.F. Chloroquine and dihydroquinine. In vitro studies of their antimalarial effect upon Plasmodium knowlesi. J. Pharmacol. Exp. Ther. 164(2), 380-386 (1968).

    4. Guo, Q., Gan, J., Wang, E., et al. Electrophysiological characterization of human KCNT1 channel modulators and the therapeutic potential of hydroquinine and tipepidine in KCNT1 mutation-associated epilepsy mouse model. Acta Pharmacol. Sin. 46(5), 1190-1204 (2025).

    5. Roy, P., Kreofsky, N.W., Brown, M.E., et al. Enhancing pDNA delivery with hydroquinine polymers by modulating structure and composition. JACS Au. 3(7), 1876-1889 (2023).