Quinine HCl Dihydrate

Alias: 6''-Methoxycinchonidine; Quinine; Chinin; Chininum; (8S,9R)-Quinine; Qualaquin; Odan Brand of Quinine Sulfate; Plough Brand of Quinine Sulfate; Prosana Brand of Quinine Bisulfate; Quinamm; Quinbisan; Quinbisul; Quindan; Quinine HCl; Quinine hydrochloride dihydrate;

Cat No.:V0309 Purity: ≥98%

COA Product Data Instructions for use SDS

Quinine HCl dihydrate (Quinine hydrochloride dihydrate) is anovel, potentnaturally occuring compound with a variety of biological activities such as anti-malarial, antipyretic, analgesic , anti-inflammatory properties.

Quinine HCl Dihydrate Chemical Structure CAS No.: 6119-47-7
Product category: PARP

This product is for research use only, not for human use. We do not sell to patients.

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Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

Cell 2020,183:1202-1218.e25.

Science Adv 2022: 8, eabm9427.

Nature 597, 119–125 (2021)

Cell Stem Cell 2020,26(6):845-861.e12.

Science Trans Med 2023,15(701):eadd7872.

STTT 2023,8(1):91.

Cell Reports 2023,42(4):112313

Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

NMR

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators

Product Description

Quinine HCl dihydrate (Quinine hydrochloride dihydrate) is a novel, potent naturally occuring compound with a variety of biological activities such as anti-malarial, antipyretic, analgesic , anti-inflammatory properties.

Biological Activity I Assay Protocols (From Reference)

Targets

Plasmodium

ln Vitro

In vitro activity: Quinine exhibits concentration-dependent and reversible blocking of Cx36 and Cx50 junctional currents, with half maximal blocking concentrations of 32 mM and 73 mM, respectively. Quinine causes the channel's open probability to decrease by causing gradual transitions between the open and fully closed states. Quinine thus provides a potentially helpful way to block specific kinds of gap junction channels, such as those formed by Cx36 between neurons.[1] Quinine is a K+ channel blocker that stops the hepatic DNA from fragmenting and leaking liver enzymes by preventing the formation of tumor necrosis factor (TNF).[2] The medial third of the nucleus is where quinine causes Fos-like immunoreactivity (FLI) to be concentrated, whereas the lateral region is where acid causes FLI to be more widely distributed. In resistant cells, quinine fully restored doxorubicin sensitivity while having a negligible impact on doxorubicin accumulation[3]. Quinine has the ability to alter the distribution of drugs within cells as evidenced by its modification of the intracellular tolerance to doxorubicin. [4] In general, quinine inhibits voltage-dependently the whole cell potassium currents (IK). While largely unaffected by quinine, calcium currents (ICa) are likewise diminished in a use-dependent manner.[5]

ln Vivo

The plasma quinine concentrations in cerebral malaria patients receiving the standard dose of 10 mg/kg every eight hours were consistently higher than 10 mg/liter. The concentration peaked 60 ± 25 hours (mean ± 1 S.D.) after treatment commenced and then slowly decreased. Compared to uncomplicated malaria, quinine total clearances (CI) and total apparent volumes of distribution (Vd) were significantly lower (Vd, 1.18 ± 0.37 compared with 1.67 ± 0.34 liter/kg, p = 0.0013) and CI, 0.92 ± 0.42 compared with 1.35 ± 0.6 ml/min/kg, p = 0.03.

Cell Assay

Cell Line: Human hepatocarcinoma cell line(HepG2)
Concentration: 150 μM
Incubation Time: 30 min
Result: Inhibited DENV virus replication with 19% yield compared to untreated. Reduced DENV-positive cells from 23.28% to 12.05% in a dose-dependent manner.

Animal Protocol

Swiss albino mice 7-8-weeks (weighing 24 g)
Oral gavage; every week; 16 weeks

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-

[4]. Quinine pharmacokinetics and toxicity in cerebral and uncomplicated Falciparum malaria. Am J Med, 1982. 73(4): p. 564-72.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C20H29CLN2O4

Molecular Weight

396.91

Exact Mass

396.18

CAS #

6119-47-7

Related CAS #

130-95-0 (Quinine free base); 60-93-5 (2HCl); 6119-70-6 (sulfate dihydrate); 804-63-7 (sulfate); 549-49-5 (HBr)

Appearance

Powder

SMILES

COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.O.O.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

(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;dihydrate;hydrochloride

Synonyms

6''-Methoxycinchonidine; Quinine; Chinin; Chininum; (8S,9R)-Quinine; Qualaquin; Odan Brand of Quinine Sulfate; Plough Brand of Quinine Sulfate; Prosana Brand of Quinine Bisulfate; Quinamm; Quinbisan; Quinbisul; Quindan; Quinine HCl; Quinine hydrochloride dihydrate;

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)

DMSO: ~79 mg/mL (~199.0 mM)

Water: ~43 mg/mL (~108.33 mM

Ethanol: ~79 mg/mL (~199.0 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.6 mg/mL (6.55 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

(Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5195 mL	12.5973 mL	25.1946 mL
	5 mM	0.5039 mL	2.5195 mL	5.0389 mL
	10 mM	0.2519 mL	1.2597 mL	2.5195 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

Mass

Concentration

Volume

Molecular Weight*

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
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?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

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Desired Reconstitution Concentration

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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

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.)

% DMSO

% Tween 80

% ddH₂O

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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.

Note： (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.