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Documenti fondamentali

Q3625

Sigma-Aldrich

Quinidine

sodium channel blocker

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About This Item

Formula empirica (notazione di Hill):
C20H24N2O2
Numero CAS:
Peso molecolare:
324.42
Beilstein:
91866
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

Quinidine, anhydrous

Grado

anhydrous

Livello qualitativo

Impurezze

≤20% Dihydroquinidine (according to USP specifications., actual content given on label)

Punto di fusione

168-172 °C (lit.)

Ideatore

Bayer

Stringa SMILE

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
LOUPRKONTZGTKE-LHHVKLHASA-N

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Applicazioni

Quinidine has been used:
  • as an inhibitor of cytochrome P450 enzyme isoform CYP2D6
  • as a potassium (K+) channel blocker in microglia
  • to test its effect on electrophysiological behaviour of human induced pluripotent stem cells (hiPSC) cardiomyocytes

Azioni biochim/fisiol

Quinidine, an isomer of quinine has potential side effects like proarrhythmia on usage. It prolongs cardiac potential and is sodium channel blocker. It is a potential antagonist for α1-adrenoceptors and contributes to hypotension. It inhibits cytochrome P450 2D6 and improves circulation and brain penetration of dementia drug, dextromethorphan. Quinidine-dextromethorphan combination may be useful in treating pseudobulbar affect (PBA).
Class IA antiarrhythmic; potassium channel blocker.

Caratteristiche e vantaggi

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Skin Sens. 1

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 1

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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Cinchonine crystallized, ≥98.0% (NT)

Sigma-Aldrich

27370

Cinchonine

Hydroquinidine 95%

Sigma-Aldrich

359343

Hydroquinidine

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

Supelco

69311

Quinine

Quinidine sulfate European Pharmacopoeia (EP) Reference Standard

Q0100000

Quinidine sulfate

Hydroquinine 98%

Sigma-Aldrich

337714

Hydroquinine

Danny Jans et al.
Journal of pharmacological and toxicological methods, 87, 48-52 (2017-05-28)
Drug-induced cardiotoxicity poses a negative impact on public health and drug development. Cardiac safety pharmacology issues urged for the preclinical assessment of drug-induced ventricular arrhythmia leading to the design of several in vitro electrophysiological screening assays. In general, patch clamp
Pharmacological treatments for alleviating agitation in dementia: a systematic review and network meta-analysis
Kongpakwattana K, et al.
British Journal of Clinical Pharmacology, 84(7), 1445-1456 (2018)
Pharmacological evaluation of C-3 modified Betulinic acid derivatives with potent anticancer activity
Rajendran P, et al.
Investigational New Drugs, 26(1), 25-34 (2008)
Effects of quinidine and verapamil on human cardiovascular alpha1-adrenoceptors
Shibata K, et al.
Circulation, 97(13), 1227-1230 (1998)
Cardiac Sodium Channel Disorders An Issue of Cardiac Electrophysiology Clinics E-Book, 6(4) (2015)

Protocolli

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

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