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Merck
CN

22600

Quinidine

crystallized, ≥98.0% (dried material, NT)

Synonym(s):

β-Quinidine, (+)-Quinidine, (9S)-6′-Methoxycinchonan-9-ol, Chinidin

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O2
CAS Number:
Molecular Weight:
324.42
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-279-0
Beilstein/REAXYS Number:
91866
MDL number:
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Quality Level

assay

≥98.0% (dried material, NT)

form

solid

optical activity

[α]20/D +265±5°, c = 0.8% in ethanol (dry matter)

quality

crystallized

impurities

≤2% water, ~10% hydroquinidine (HPLC)

mp

168-172 °C (lit.)

functional group

hydroxyl

SMILES string

COc1ccc2nccc([C@H](O)C3CC4CCN3C[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-LHHVKLHASA-N

General description

Quinidine is an isomer of quinine.

Application

Quinidine may be used in the preparation of O-trimethylsilylquinidine by reacting trimethylsilyl chloride.

Biochem/physiol Actions

Class IA antiarrhythmic; potassium channel blocker.

Other Notes

Chiral catalyst, used e.g. in highly enantioselective [2+2] cycloadditions


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wgk

WGK 1

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Protocols

LC/MS/MS Analysis of Interacting Cardiac Drugs Digoxin, Quinidine, Amiodarone and Verapamil on Titan™ C18


The Journal of Organic Chemistry, 50, 1977-1977 (1985)
P.E. Ketelaar et al.
Tetrahedron Letters, 26, 4665-4665 (1985)
Sami Viskin et al.
Journal of the American College of Cardiology, 61(23), 2383-2387 (2013-04-16)
The aim of this study was to determine the availability of quinidine throughout the world. Quinidine is the only oral medication that is effective for preventing life-threatening ventricular arrhythmias due to Brugada syndrome and idiopathic ventricular fibrillation. However, because of



Global Trade Item Number

SKUGTIN
22600-10G-F04061838779939
22600-50G-F04061838779946