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I9910

Sigma-Aldrich

Ibutilide hemifumarate salt

≥98% (HPLC)

Synonym(s):

(±)-N-[4-[4-(Ethylheptylamino)-1-hydroxybutyl]phenyl]-methanesulfonamide hemifumarate salt, Corvert

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About This Item

Empirical Formula (Hill Notation):
C20H36N2O3S · 0.5C4H4O4
CAS Number:
122647-32-9
Molecular Weight:
442.61
MDL number:
MFCD01715410
UNSPSC Code:
12352200
PubChem Substance ID:
329815470
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

off-white to tan

solubility

H2O: >20 mg/mL

storage temp.

room temp

SMILES string

OC(=O)\C=C\C(O)=O.CCCCCCCN(CC)CCCC(O)c1ccc(NS(C)(=O)=O)cc1.CCCCCCCN(CC)CCCC(O)c2ccc(NS(C)(=O)=O)cc2

InChI

1S/2C20H36N2O3S.C4H4O4/c2*1-4-6-7-8-9-16-22(5-2)17-10-11-20(23)18-12-14-19(15-13-18)21-26(3,24)25;5-3(6)1-2-4(7)8/h2*12-15,20-21,23H,4-11,16-17H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+

InChI key

PCIOHQNIRPWFMV-WXXKFALUSA-N

Gene Information

human ... KCNH2(3757)

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Biochem/physiol Actions

Ibutilide hemifumarate salt is considered a new generation "pure" Class III antiarrhythmic agent. Ibutilide binds to and alters the activity of hERG potassium channels, delayed inward rectifier potassium (IKr) channels and L-type (dihydropyridine sensitive) calcium channels.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H361d

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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James E Tisdale et al.
Journal of clinical pharmacology, 52(9), 1296-1305 (2011-11-03)
Patients with heart failure (HF) are at increased risk for drug-induced torsades de pointes (TdP) due to unknown mechanisms. Our objective was to determine if sensitivity to drug-induced QT interval lengthening is enhanced in patients with HF. In this multicenter
Michael M Hirschl et al.
The American journal of emergency medicine, 29(5), 534-540 (2010-09-10)
Pharmacologic cardioversion of atrial fibrillation (AF) is a reasonable mode of treatment if the arrhythmia is of recent onset. Results concerning the response rates of different drugs, respectively, in daily clinical practice and data with regard to the parameters associated
Prince J Kannankeril et al.
Heart rhythm, 8(10), 1530-1534 (2011-03-23)
The degree of QT prolongation by drug is highly variable and related to risk for polymorphic ventricular tachycardia due to drugs. The purpose of this study was to determine factors that affect the degree of QT prolongation by drugs. QT
Sotirios Patsilinakos et al.
The American journal of cardiology, 106(5), 673-676 (2010-08-21)
Ibutilide is a class III antiarrhythmic agent indicated for cardioversion of atrial fibrillation and atrial flutter to sinus rhythm (SR). The most serious complication of ibutilide is torsades de pointes (TdP). Magnesium has been successfully used for the treatment of
Madhuri Nair et al.
Journal of the American Board of Family Medicine : JABFM, 24(1), 86-92 (2011-01-07)
This article reviews the safety and efficacy of ibutilide for use in patients with atrial fibrillation and flutter. Ibutilide, a class III antiarrhythmic agent, is primarily used for conversion of atrial flutter and fibrillation and is a good alternative to
View All Related Papers

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