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D7644

Sigma-Aldrich

Disopyramide

Synonym(s):

α-Diisopropylaminoethyl-α-phenylpyridine-2-acetamide

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About This Item

Empirical Formula (Hill Notation):
C21H29N3O
CAS Number:
3737-09-5
Molecular Weight:
339.47
EC Number:
223-110-2
MDL number:
MFCD00057366
UNSPSC Code:
12352200
PubChem Substance ID:
24278384

SMILES string

CC(C)N(CCC(C(N)=O)(c1ccccc1)c2ccccn2)C(C)C

InChI

1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)

InChI key

UVTNFZQICZKOEM-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544) , KCNH1(3756) , SCN5A(6331)

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Biochem/physiol Actions

Class IA antiarrhythmic; sodium channel blocker

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H361fd

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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S Y Kim et al.
Drug safety, 5(6), 393-420 (1990-11-01)
Quinidine, procainamide and disopyramide are antiarrhythmic drugs in the class 1A category. These drugs have a low toxic to therapeutic ratio, and their use is associated with a number of serious adverse effects during long term therapy and life-threatening sequelae
Ferdinando Pasquale et al.
Nature reviews. Cardiology, 6(4), 313-316 (2009-04-09)
A 61-year-old man presented with shortness of breath and chest pain on exertion. He had been diagnosed as having hiatus hernia 2 years previously and was taking proton-pump inhibitors as necessary. He had a family history of ischemic heart disease
Aziza El Harchi et al.
Journal of molecular and cellular cardiology, 52(1), 185-195 (2011-10-13)
The Class Ia antiarrhythmic drug disopyramide (DISO) causes QT interval prolongation that is potentially dangerous in acquired Long QT Syndrome but beneficial in short QT syndrome, through inhibition of the hERG-encoded channels responsible for rapid delayed rectifier K(+) current (I(Kr)).
R N Brogden et al.
Drugs, 34(2), 151-187 (1987-08-01)
Disopyramide is a widely used class IA antiarrhythmic drug with a pharmacological profile of action similar to that of quinidine and procainamide. Over the past 10 years disopyramide has demonstrated its efficacy in ventricular and atrial arrhythmias. In therapeutic trials
Annerie M E Moers et al.
Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology, 14(3), 426-430 (2011-09-22)
Patients undergo ablation for focal atrial fibrillation (AF) as a result of failure of anti-arrhythmic drugs. Our basic studies have implicated cholinergic and adrenergic neurotransmitter release as the underlying mechanism for focal AF. Therefore, we tested the efficacy of a
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