Quinidine Basic information

Product Name: Quinidine

Synonyms: (8R,9S)-6'-Methoxycinchonan-9-ol;(8r,9s)-quinidine;(95)-cinchonan-9-0;(9s)-6’-methoxycinchonan-9-ol;(9S)-6'-Methoxycinchonan-9-ol;2-Quinuclidinemethanol, alpha-(6-methoxy-4-quinolyl)-5-vinyl-;6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol;6'-Methoxycinchonan-9-ol

CAS: 56-54-2

MF: C20H24N2O2

MW: 324.42

EINECS: 200-279-0

Product Categories: chiral;Alkaloids;Alkoxyquinolines;Biochemistry;for Resolution of Acids;Optical Resolution;Quinoline Alkaloids;Quinolines;Synthetic Organic Chemistry;Intermediates & Fine Chemicals;Pharmaceuticals;Cinchona AlkaloidsMonovalent Ion Channels;Chiral Catalysts, Ligands, and Reagents;Other Sodium Channel Modulators;Privileged Ligands and Complexes;Sodium Channel Modulators;Chiral Reagents;Heterocycles;DURAQUIN

Mol File: 56-54-2.mol

Quinidine Structure

Quinidine Chemical Properties

Melting point 168-172 °C(lit.)

alpha 256 º (c=1, EtOH)

storage temp. Store at -20°C

form Powder

pka 5.4, 10.0(at 20℃)

color White to off-white

Water Solubility 0.05 g/100 mL (20 ºC)

Sensitive Light Sensitive

Merck 14,8060

BRN 91866

Stability: Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference 56-54-2(CAS DataBase Reference)

NIST Chemistry Reference Quinine(56-54-2)

EPA Substance Registry System Cinchonan-9-ol, 6'-methoxy-, (9S)-(56-54-2)

Safety Information

Hazard Codes Xn

Risk Statements 22-20/21/22

Safety Statements 36-22

RIDADR UN 2811 6.1/PG 3

WGK Germany 3

RTECS VA4725000

F 8

TSCA Yes

HazardClass 6.1(b)

PackingGroup III

Hazardous Substances Data 56-54-2(Hazardous Substances Data)

MSDS Information

Provider Language

6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol English

SigmaAldrich English

ACROS English

ALFA English

Quinidine Usage And Synthesis

Description Quinidine is a commonly used class I antiarrhythmic drug. It is a stereoisomer of quinine, originally derived from the bark of the cinchona tree. It exerts its antiarrhythmic effects on the heart by interacting with the electrophysiology mechanisms that cause arrhythmias to modify the abnormalities in impulse initiation and conduction. Quinidine depresses normal automaticity in cardiac fibers that may act as ectopic pacemakers causing arrhythmias. Quinidine also blocks the slowly inactivating, tetrodotoxin-sensitive Na current, the slow inward calcium current (ICa), the rapid (IKr) and slow (IKs) components of the delayed potassium rectifier current, the inward potassium rectifier current (IKI), the ATP-sensitive potassium channel (IKATP) and Ito.

Chemical Properties white to light yellow crystal powde

Uses A dextrorotatory stereoisomer of Quinine. Antiarrhythmic (class IA). Antimalarial

Uses antiarrhythmic, antimalarial

Definition ChEBI: A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.

General Description Crystals or white powder.

Air & Water Reactions Insoluble in water.

Fire Hazard Flash point data for Quinidine are not available. Quinidine is probably combustible.

References Wit, Andrew L. "The Effects of Quinidine on the Cellular Electrophysiology of the Heart: A Brief Review." Journal of Cardiovascular Electrophysiology 3.5(2010):316-322.

Alloway, J. A., and M. P. Salata. "Quinidine-induced rheumatic syndromes. " Seminars in Arthritis & Rheumatism 24.5(1995):315-322.

Nakano, J, and M. C. R. Jr. "Effect of quinidine on cardiovascular dynamics." Arch Int Pharmacodyn Ther 168.2(1967):400-416.

Quinidine Preparation Products And Raw materials

Preparation Products QUININE SULFATE