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145904

Sigma-Aldrich

Quinine

90%

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Synonym(s):
6′-Methoxycinchonidine
Empirical Formula (Hill Notation):
C20H24N2O2
CAS Number:
Molecular Weight:
324.42
Beilstein:
91867
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

90%

optical activity

[α]25/D −165°, c = 2 in ethanol

mp

173-175 °C (lit.)

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

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1 of 4

This Item
2262069311PHR1028
Quinine 90%

Sigma-Aldrich

145904

Quinine

Quinine suitable for fluorescence, anhydrous, ≥98.0% (dried material, NT)

Sigma-Aldrich

22620

Quinine

Quinine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

69311

Quinine

1,4-Benzoquinone Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1028

1,4-Benzoquinone

optical activity

[α]25/D −165°, c = 2 in ethanol

optical activity

[α]20/D −126±5°, c = 1% in chloroform

optical activity

-

optical activity

-

mp

173-175 °C (lit.)

mp

173-175 °C (lit.)

mp

173-175 °C (lit.)

mp

113-115 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

300

Quality Level

300

Gene Information

human ... ABCB1(5243), CYP2C9(1559), CYP2D6(1565)
rat ... Cyp2d1(266684), Cyp2d2(25053), Cyp2d3(24303), Cyp2d4v1(171522)

Gene Information

human ... ABCB1(5243), CYP2C9(1559), CYP2D6(1565)
rat ... Cyp2d1(266684), Cyp2d2(25053), Cyp2d3(24303), Cyp2d4v1(171522)

Gene Information

-

Gene Information

-

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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Quinine sulfate meets USP testing specifications, monograph mol wt. 782.94 ((C20H24N2O2)2 . H2SO4 . 2H2O)

Q0132

Quinine sulfate

(+)-Cinchonine 85%

Sigma-Aldrich

857270

(+)-Cinchonine

Quinine sulfate United States Pharmacopeia (USP) Reference Standard

USP

1597005

Quinine sulfate

Cinchonine crystallized, ≥98.0% (NT)

Sigma-Aldrich

27370

Cinchonine

Chirality, 4, 323-323 (1992)
Chemical assessment and antimicrobial and antioxidant activities of endophytic fungi extracts isolated from Costus spiralis (Jacq.) Roscoe (Costaceae)
Marson Ascencio PG, et al
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Automated docking strategies successfully applied to binding mode predictions of ligands in Cyt P450 crystal structures in an earlier study (de Graaf et al. J. Med. Chem. 2005, 7, 2308-2318) were used for the catalytic site prediction (CSP) of 65
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Azithromycin when used in combination with faster-acting antimalarials has proven efficacious in treating Plasmodium falciparum malaria in phase 2 clinical trials. The aim of this study was to establish optimal combination ratios for azithromycin in combination with either dihydroartemisinin or

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