WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H412825
CAS#: 60-93-5 (2HCl)
Description: Quinine dihydrochloride is an alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood.
Hodoodo Cat#: H412825
Name: Quinine dihydrochloride
CAS#: 60-93-5 (2HCl)
Chemical Formula: C20H26Cl2N2O2
Exact Mass: 396.14
Molecular Weight: 397.340
Elemental Analysis: C, 60.46; H, 6.60; Cl, 17.84; N, 7.05; O, 8.05
Related CAS #: 60-93-5 (2HCl) 6119-70-6 (sulfate dihydrate) 804-63-7 (sulfate) 130-95-0 (free base) 60-93-5 (2HCl) 6119-70-6 (sulfate dihydrate) 804-63-7 (sulfate) 130-95-0 (free base) 549-49-5 (HBr)
Synonym: Quinine dihydrochloride; CCRIS5754; CCRIS-5754; CCRIS 5754
IUPAC/Chemical Name: (1R)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol dihydrochloride
InChi Key: NNKXWRRDHYTHFP-HZQSTTLBSA-N
InChi Code: InChI=1S/C20H24N2O2.2ClH/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;2*1H/t13-,14-,19-,20+;;/m0../s1
SMILES Code: COc(cc1)cc2c1nccc2[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl.Cl
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: To be determined
Shelf Life: >2 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:
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The following data is based on the product molecular weight 397.34 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.
| 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
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2: Katzberg HD. Neurogenic muscle cramps. J Neurol. 2015 Aug;262(8):1814-21. doi: 10.1007/s00415-015-7659-x. Epub 2015 Feb 12. Erratum in: J Neurol. 2016 Jan;263(1):197-8. PMID: 25673127.
3: Allotey-Babington GL, Amponsah SK, Nettey T, Sasu C, Nettey H. Quinine Sulphate Microparticles as Treatment for Leishmaniasis. J Trop Med. 2020 Apr 30;2020:5278518. doi: 10.1155/2020/5278518. PMID: 32411255; PMCID: PMC7210545.
4: Sheehan ET, Frizzell JD, Gabaldon J, West MB. Quinine and the ABCs of Long QT: A Patient's Misfortune with Arthritis, (Alcoholic) Beverages, and Cramps. J Gen Intern Med. 2016 Oct;31(10):1254-7. doi: 10.1007/s11606-016-3738-7. Epub 2016 May 12. PMID: 27173501; PMCID: PMC5023602.
5: Bateman DN, Dyson EH. Quinine toxicity. Adverse Drug React Acute Poisoning Rev. 1986 Winter;5(4):215-33. PMID: 3548270.
6: 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. PMID: 31181556.
7: Kharal SA, Hussain Q, Ali S, Fakhuruddin. Quinine is bactericidal. J Pak Med Assoc. 2009 Apr;59(4):208-12. PMID: 19402279.
8: Sowunmi A, Salako LA, Ogunbona FA. Bioavailability of sulphate and dihydrochloride salts of quinine. Afr J Med Med Sci. 1994 Sep;23(3):275-8. PMID: 7604754.
9: Rattanapunya S, Cressey TR, Rueangweerayut R, Tawon Y, Kongjam P, Na- Bangchang K. Pharmacokinetic Interactions Between Quinine and Lopinavir/Ritonavir in Healthy Thai Adults. Am J Trop Med Hyg. 2015 Dec;93(6):1383-90. doi: 10.4269/ajtmh.15-0453. Epub 2015 Sep 28. PMID: 26416104; PMCID: PMC4674263.
10: Ho PC, Chalcroft SC, Coville PF, Wanwimolruk S. Grapefruit juice has no effect on quinine pharmacokinetics. Eur J Clin Pharmacol. 1999 Jul;55(5):393-8. doi: 10.1007/s002280050646. PMID: 10456490.
