MedKoo Cat#: 558667 | Name: Quinine sulfate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Quinine sulfate is a natural disrupter of DNA replication and transcription via DNA intercalation, reducing oxygen intake and carbohydrate metabolism and the excitability of muscle fibers, inhibiting the drug efflux pump P-glycoprotein.

Chemical Structure

Quinine sulfate
Quinine sulfate
CAS#804-63-7 (sulfate)

Theoretical Analysis

MedKoo Cat#: 558667

Name: Quinine sulfate

CAS#: 804-63-7 (sulfate)

Chemical Formula: C40H50N4O8S

Exact Mass: 0.0000

Molecular Weight: 746.92

Elemental Analysis: C, 64.32; H, 6.75; N, 7.50; O, 17.14; S, 4.29

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Quinine sulfate
IUPAC/Chemical Name
(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol sulfate (2:1)
InChi Key
RONWGALEIBILOG-VMJVVOMYSA-N
InChi Code
InChI=1S/2C20H24N2O2.H2O4S/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4)/t2*13-,14-,19-,20+;/m00./s1
SMILES Code
O[C@@H]([C@H]1N(CC2)C[C@H](C=C)[C@]2([H])C1)C3=CC=NC4=CC=C(OC)C=C34.O[C@@H]([C@H]5N(CC6)C[C@H](C=C)[C@]6([H])C5)C7=CC=NC8=CC=C(OC)C=C78.O=S(O)(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 746.92 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jean E, Delage MÈ, Beaulieu L. Investigation of the quinine sulfate dihydrate spectral properties and its effects on Cherenkov dosimetry. Phys Med Biol. 2019 Aug 7;64(15):155019. doi: 10.1088/1361-6560/ab2827. PubMed PMID: 31181556. 2: Guo Y, Cao F, Qiu P, Wang Z. Studies of the effect of halide ions on the fluorescence of quinine sulfate. Luminescence. 2019 Jun;34(4):450-455. doi: 10.1002/bio.3627. Epub 2019 Apr 7. PubMed PMID: 30957348. 3: Kristoffersen AS, Erga SR, Hamre B, Frette Ø. Testing Fluorescence Lifetime Standards using Two-Photon Excitation and Time-Domain Instrumentation: Fluorescein, Quinine Sulfate and Green Fluorescent Protein. J Fluoresc. 2018 Sep;28(5):1065-1073. doi: 10.1007/s10895-018-2270-z. Epub 2018 Jul 26. PubMed PMID: 30046998; PubMed Central PMCID: PMC6153725. 4: Shenthar J, Chakali SS, Acharya D, Parvez J, Banavalikar B. Oral quinine sulfate for the treatment of electrical storm and prevention of recurrent shocks in Brugada syndrome after failed cilostazol therapy. HeartRhythm Case Rep. 2017 Aug 24;3(10):470-474. doi: 10.1016/j.hrcr.2017.07.005. eCollection 2017 Oct. PubMed PMID: 29062700; PubMed Central PMCID: PMC5643860. 5: Xu C, Wu K, Van Ginkel SW, Igou T, Lee HJ, Bhargava A, Johnston R, Snell T, Chen Y. The Use of the Schizonticidal Agent Quinine Sulfate to Prevent Pond Crashes for Algal-Biofuel Production. Int J Mol Sci. 2015 Nov 17;16(11):27450-6. doi: 10.3390/ijms161126035. PubMed PMID: 26593899; PubMed Central PMCID: PMC4661893. 6: Joshi S, Pant DD. Interaction of quinine sulfate with anionic micelles of sodium dodecylsulfate: A time-resolved fluorescence spectroscopy at different pH. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Sep 5;148:49-59. doi: 10.1016/j.saa.2015.03.115. Epub 2015 Apr 3. PubMed PMID: 25863459. 7: Houstoun M, Reichman ME, Graham DJ, Nambiar S, Shamsuddin H, Jones SC, Cao K, Wernecke M, Lam C, Worrall CM, MaCurdy TE, Kelman JA. Use of an active surveillance system by the FDA to observe patterns of quinine sulfate use and adverse hematologic outcomes in CMS Medicare data. Pharmacoepidemiol Drug Saf. 2014 Sep;23(9):911-7. doi: 10.1002/pds.3644. Epub 2014 May 28. PubMed PMID: 24872151. 8: Peyer AK, Abicht A, Heinimann K, Sinnreich M, Fischer D. Quinine sulfate as a therapeutic option in a patient with slow channel congenital myasthenic syndrome. Neuromuscul Disord. 2013 Jul;23(7):571-4. doi: 10.1016/j.nmd.2013.04.001. Epub 2013 May 18. PubMed PMID: 23688972. 9: Lai X, Lin Y, Zhang C, Zhou X. Study on the interaction between quinine sulfate and DNA by multiple spectral methods and their analytical applications. Anal Sci. 2013;29(4):435-40. PubMed PMID: 23574671. 10: Farombi EO, Ekor M, Adedara IA, Tonwe KE, Ojujoh TO, Oyeyemi MO. Quercetin protects against testicular toxicity induced by chronic administration of therapeutic dose of quinine sulfate in rats. J Basic Clin Physiol Pharmacol. 2012 Feb 27;23(1):39-44. doi: 10.1515/jbcpp-2011-0029. PubMed PMID: 22865448. 11: Strauch S, Dressman JB, Shah VP, Kopp S, Polli JE, Barends DM. Biowaiver monographs for immediate-release solid oral dosage forms: quinine sulfate. J Pharm Sci. 2012 Feb;101(2):499-508. doi: 10.1002/jps.22810. Epub 2011 Nov 11. PubMed PMID: 22081435. 12: Baroni A, Paoletti I, Ruocco E, Ayala F, Corrado F, Wolf R, Tufano MA, Donnarumma G. Antiviral effects of quinine sulfate on HSV-1 HaCat cells infected: analysis of the molecular mechanisms involved. J Dermatol Sci. 2007 Sep;47(3):253-5. Epub 2007 Jun 27. PubMed PMID: 17600687. 13: Ramírez A, Galván JM. [Torsades-de-pointes-type ventricular tachycardia in a patient with digitalis intoxication under chronic treatment with quinine sulfate]. Med Intensiva. 2007 Mar;31(2):106-7. Spanish. PubMed PMID: 17433191. 14: Walker R. Quinine sulfate inhibits invasion of Salmonella typhimurium and Shigella flexneri: a preliminary study. J Travel Med. 2006 Sep-Oct;13(5):324; author reply 324. PubMed PMID: 16987134. 15: Wolf R, Tufano MA, Ruocco V, Grimaldi E, Ruocco E, Donnarumma G, Baroni A. Quinine sulfate inhibits invasion of some bacterial skin pathogens. Int J Dermatol. 2006 Jun;45(6):661-3. PubMed PMID: 16796622. 16: Veldhuizen MG, van Rooden AP, Kroeze JH. Dissociating pleasantness and intensity with quinine sulfate/sucrose mixtures in taste. Chem Senses. 2006 Sep;31(7):649-53. Epub 2006 Jun 22. PubMed PMID: 16793856. 17: Wolf R, Grimaldi E, Donnarumma G, Greco R, Auricchio L, De Filippis A, Tufano MA. Quinine sulfate inhibits invasion of Salmonella typhimurium and Shigella flexneri: a preliminary study. J Travel Med. 2005 Nov-Dec;12(6):343-6. PubMed PMID: 16343387. 18: Takeuchi T, Sumida J. Indirect detection of halide ions via fluorescence quenching of quinine sulfate in microcolumn ion chromatography. Anal Sci. 2004 Jun;20(6):983-5. PubMed PMID: 15228124. 19: Wolf R, Baroni A, Greco R, Corrado F, Ruocco E, Tufano MA, Ruocco V. Quinine sulfate and HSV replication. Dermatol Online J. 2003 Aug;9(3):3. PubMed PMID: 12952750. 20: Wolf R, Baroni A, Greco R, Donnarumma G, Ruocco E, Tufano MA, Ruocco V. Quinine sulfate and bacterial invasion. Ann Clin Microbiol Antimicrob. 2002 Oct 22;1:5. PubMed PMID: 12437776; PubMed Central PMCID: PMC149380.