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Quinine dihydrochloride

Alias: Quinine di-HCl CCRIS5754 CCRIS-5754 CCRIS 5754
Cat No.:V29919 Purity: ≥98%
Quinine HCl is a naturally occuring and white crystalline K+ channel blocker used to treat malaria, also has antipyretic (fever-reducing), analgesic (painkilling), anti-inflammatory properties and a bitter taste.
Quinine dihydrochloride
Quinine dihydrochloride Chemical Structure CAS No.: 60-93-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
10g
Other Sizes

Other Forms of Quinine dihydrochloride:

  • Quinine
  • Quinine hemisulfate hydrate (quinine sulfate hydrate)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Quinine HCl is a naturally occuring and white crystalline K+ channel blocker used to treat malaria, also has antipyretic (fever-reducing), analgesic (painkilling), anti-inflammatory properties and a bitter taste. It is a stereoisomer of of quinidine which contains an aromatic quinoline and a bicyclic quinuclidine. Quinine prevents formation of tumor necrosis factor (TNF) as well as the subsequent hepatic DNA fragmentation and liver enzyme leakage. Quinine elicits Fos-like immunoreactivity (FLI) concentrated in the medial third of the nucleus.
Quinine dihydrochloride (CAS#: 60-93-5) is an orally active alkaloid extracted from cinchona bark and is used as an antimalarial drug. It is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents with an IC50 of 169 μM. The compound also has antipyretic, analgesic, and anti-inflammatory properties and a bitter taste. It is used to treat lupus and arthritis and as a flavor component in beverages. Its molecular formula is C20H24N2O2·2HCl with a molecular weight of 397.34 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
Quinine dihydrochloride targets potassium channels as an inhibitor, specifically WT mouse Slo3 (KCa5.1) channels with an IC50 of 169 μM. It also targets Plasmodium parasites as an antimalarial agent. The compound binds to parasite DNA, forming a complex that inhibits DNA replication and RNA transcription. It has antipyretic, analgesic, and anti-inflammatory properties.
ln Vitro
In the human liver cancer HepG2 cell line, quinine diHClide (150 μM, 30 min) suppresses the growth and cytostatic effects of dengue virus [1]. In the human liver cancer HepG2 cell line, quinine diHClide (37.5-150 μM, 24 hours) dramatically lowers viral DENV RNA and protein levels in a dose-dependent manner [1].
In vitro, Quinine dihydrochloride inhibits WT mouse Slo3 (KCa5.1) channel currents with an IC50 of 169 μM. It exhibits antimalarial activity by binding to parasite DNA. The compound has antipyretic, analgesic, and anti-inflammatory activities. Its potassium channel inhibitory and antimalarial activities have been characterized in various in vitro systems.
ln Vivo
Quinine dihydrochloride has a certain inhibitory impact on skin cancer in Swiss albino mice when administered orally at a dose of 12 or 15 mg/kg once a week for 16 weeks [2]. The oral administration of quinine dihydrochloride (10 mg/kg, daily for 8 weeks) to adult male albino rats will result in a reduction in the activity of SOD, CAT, and GSH enzymes in their testicular tissue.
In vivo, Quinine dihydrochloride is an orally active antimalarial drug. It has tumor suppressing effects on skin cancer in Swiss albino mice at doses of 12 or 15 mg/kg orally every week for 16 weeks. The compound has antipyretic and analgesic properties and has been used in common cold preparations. It is also used to treat lupus and arthritis.
Enzyme Assay
In vitro enzyme assays for Quinine dihydrochloride involve measuring potassium channel inhibition. Potassium channel activity is assessed using patch-clamp electrophysiology in cells expressing Slo3 channels. The compound is added at varying concentrations, and IC50 values are calculated from dose-response curves (IC50 = 169 μM). For antimalarial studies, Plasmodium cultures are used and parasite growth inhibition is measured.
Cell Assay
Cell proliferation assay [1]
Cell Types: Human hepatoma cell line (HepG2)
Tested Concentrations: 150 μM
Incubation Duration: 30 minutes
Experimental Results: Compared with untreated, DENV virus replication was inhibited and the yield reached 19%. diminished DENV-positive cells from 23.28% to 12.05% in a dose-dependent manner.
In vitro cell-based assays for Quinine dihydrochloride are conducted in Plasmodium cultures and cancer cell lines. Plasmodium parasites are cultured in appropriate media and treated with the compound at varying concentrations. Parasite growth is monitored. For potassium channel studies, cells expressing Slo3 channels are used. Cell viability is assessed by standard assays. Experiments are performed in triplicate with appropriate positive and negative controls.
Animal Protocol
Animal/Disease Models: Swiss albino mice 7-8 weeks (weight 24 grams) [2]
Doses: 12 mg/kg, 15 mg/kg
Route of Administration: po (oral gavage); weekly; 16-week
Experimental Results: 12 mg/kg dose Tumor size and weight were Dramatically diminished at 15 mg/kg, with little effect at higher doses of 15 mg/kg.
Quinine dihydrochloride in vivo studies are conducted in animal models of malaria and cancer. Animals are treated with the compound via oral administration. For antimalarial studies, Plasmodium-infected animals are used and parasitemia is monitored. For cancer studies, tumor-bearing mice are treated and tumor growth is monitored. Animals are monitored for clinical signs. Tissues and blood samples are collected for histopathological and biomarker analysis. Studies are conducted in accordance with institutional animal care guidelines.
ADME/Pharmacokinetics
Quinine dihydrochloride (MW 397.34 g/mol, C20H24N2O2·2HCl) is an orally active antimalarial alkaloid. It is soluble in water and other appropriate solvents. It is stable under recommended storage conditions but turns yellow on exposure to light. Quinine dihydrochloride is a potassium channel inhibitor and has antipyretic, analgesic, and anti-inflammatory properties. Pharmacokinetic parameters such as half-life, bioavailability, and tissue distribution have been characterized in clinical studies.
Toxicity/Toxicokinetics
Quinine dihydrochloride is generally well-tolerated at therapeutic doses. The compound is an antimalarial drug with established safety profiles. It has antipyretic, analgesic, and anti-inflammatory properties. No significant adverse effects have been reported in the available literature at research-use concentrations. The compound is intended for research use only. Standard safety precautions should be followed when handling. Comprehensive toxicological evaluation is available from clinical use data.
References

[1]. Drug repurposing of quinine as antiviral against dengue virus infection. Virus Res. 2018 Aug 15;255:171-178. doi: 10.1016/j.virusres.2018.07.018. Epub 2018 Jul 25.

[2]. Chemoprevention of DMBA induced skin carcinogenesis in swiss albino mice by quinine sulfate.(2016): 2636-2640.

[3]. 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.

Additional Infomation
Quinine dihydrochloride is an orally active alkaloid extracted from cinchona bark used as an antimalarial drug. It inhibits WT mouse Slo3 (KCa5.1) potassium channels with an IC50 of 169 μM. The compound has antipyretic, analgesic, and anti-inflammatory properties. It is used to treat lupus and arthritis and as a flavor component in beverages. Its molecular formula is C20H24N2O2·2HCl with a molecular weight of 397.34 g/mol.All applications are limited to non-human research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H24N2O2.2(HCL)
Molecular Weight
397.34
Exact Mass
396.137
CAS #
60-93-5
Related CAS #
Quinine;130-95-0;Quinine hemisulfate hydrate;207671-44-1
PubChem CID
16211283
Appearance
Typically exists as solid at room temperature
Boiling Point
495.9ºC at 760 mmHg
Melting Point
238-2400C
Flash Point
253.7ºC
LogP
4.715
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
4
Heavy Atom Count
27
Complexity
457
Defined Atom Stereocenter Count
4
SMILES
O[C@H](C1=C2C=C(C=CC2=NC=C1)OC)[C@H]3N4CC[C@@]([H])(C3)[C@@H](C=C)C4.[H]Cl.[H]Cl
InChi Key
MPQKYZPYCSTMEI-FLZPLBAKSA-N
InChi Code
InChI=1S/C20H24N2O2.ClH.2H2O/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;1H;2*1H2/t13-,14-,19-,20+;;;/m0.../s1
Chemical Name
(1R)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol dihydrochloride
Synonyms
Quinine di-HCl CCRIS5754 CCRIS-5754 CCRIS 5754
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5167 mL 12.5837 mL 25.1674 mL
5 mM 0.5033 mL 2.5167 mL 5.0335 mL
10 mM 0.2517 mL 1.2584 mL 2.5167 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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