145904

Quinine

90%

• Synonym(s): 6′-Methoxycinchonidine
• Empirical Formula (Hill Notation): C₂₀H₂₄N₂O₂
• CAS Number: 130-95-0
• Molecular Weight: 324.42
• Beilstein: 91867
• EC Number: 205-003-2
• MDL number: MFCD00198096
• UNSPSC Code: 12352104
• PubChem Substance ID: 24848751
• NACRES: NA.22

Properties

• Assay: 90%
• optical activity: [α]25/D −165°, c = 2 in ethanol
• mp: 173-175 °C (lit.)
• functional group: hydroxyl
• SMILES string: COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1
• InChI: 1S/C20H24N2O2/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/t13-,14-,19-,20+/m0/s1
• InChI key: LOUPRKONTZGTKE-WZBLMQSHSA-N
• Gene Information: human ... ABCB1(5243) , CYP2C9(1559) , CYP2D6(1565) ; rat ... Cyp2d1(266684) , Cyp2d2(25053) , Cyp2d3(24303) , Cyp2d4v1(171522)

Description

General description

Quinine, a cinchona alkaloid found in the bark of the cinchona tree, is known for its anti-malarial property.

Application

Quinine has been used as a standard during the chemical evaluation of alkaloids in the hydroethanolic extracts of endophytic fungi obtained from the leaves of Costus spiralis by TLC.

Resolving agent for carboxylic acids. Catalyzes the kinetic resolution of furanones.

Biochem/physiol Actions

Potassium channel blocker

Other Notes

remainder hydroquinine

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317
• Precautionary Statements: P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves