Quinine

Catalog NumberHG130950

CAS Number130-95-0

CategoryNon-ionic Surfactants

Molecular Weight

324.42

Molecular Formula

C20H24N2O2

Appearance

Solid

Application

Use as pharmaceutical ingredient(antimalarial drug) (For reference only).; Use as antistatic agent.

Active Content

95%

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Case Study

Antimicrobial Potential of Quinine Derivatives Against Human Pathogenic Bacteria

Antika, L. D., D. Triana, et al. 462, 1, 2020.

Quinine is an alkaloid compound that was initially used to treat malaria. Quinine has also been found to have antibacterial properties. The present case is aimed to determine the antimicrobial activity of a series of quinine derivatives on some of the common bacteria known to cause infections in human beings.
The antimicrobial activity of newly synthesized quinine derivatives was evaluated against selected Gram-positive and Gram-negative bacterial strains, including Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, and Bacillus subtilis. A disk diffusion test was employed as an initial screening method to assess the compounds' ability to inhibit bacterial growth. The performance of the quinine derivatives was quantitatively evaluated and directly compared to the reference antibiotic, streptomycin.
Several quinine derivatives exhibited moderate antibacterial activity relative to quinine itself across the tested strains. Ester quinine propionate produced the largest inhibition zones among the derivatives, with a reported range of 9.0 mm to 23.5 mm against the tested bacteria. For comparison, streptomycin produced inhibition zones in the range of 8.0 mm to 12.0 mm under the same screening conditions. The study concluded that the quinine derivatives reduced growth of the tested pathogenic strains, indicating potential as antimicrobial agents.

Quinine as an Efficient Organocatalyst for the Synthesis of Axially Chiral Biaryls

Moliterno, Mauro, et al. Angewandte Chemie 128.22 (2016): 6635-6639.

Axially chiral biaryl derivatives are crucial chiral ligands and organocatalysts. There is thus a great deal of interest in sustainable, efficient methods to access these motifs. This study investigated the use of quinine (a readily available alkaloid) as an organocatalyst in the asymmetric synthesis of axially chiral, non-C2-symmetrical biaryls under mild conditions.
General Procedure: A suspension of the appropriate naphthol derivative and quinine (15 mol %) in THF (10 mL) at 4 °C was treated with the solution of the appropriate 1,4-dihalogenated benzoquinone in THF, and the reaction mixture was stirred at 4 °C for the indicated time. Work-up of the reaction mixture using sodium borohydride and trifluoroacetic acid as usual, and purification by silica gel chromatography of the resulting crude product gave the corresponding chemically pure biaryl product.
Reaction Scope and Selectivity:
· Dihalogenated benzoquinones gave biaryl products in good yields (82-99%) and moderate to good enantioselectivities (e.r. range 80:20 to 89:11).
· Chloro-substituted benzoquinone partners were less reactive (longer reaction times required) but produced products in improved stereoselectivity, with yields of 60-99% and enantiomeric ratios reported from 88.5:11.5 to 92:8.
· While not every quinone/naphthol pairing delivered the highest enantioselectivity, the combination of mild conditions, high conversion, and a cheap catalyst was highlighted as favorable for broader applicability.

• Molecular Weight: 324.42
• Molecular Formula: C20H24N2O2
• Appearance: Solid
• Application: Use as pharmaceutical ingredient(antimalarial drug) (For reference only).; Use as antistatic agent.
• Active Content: 95%