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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

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

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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Jianling Sun et al.
Cell biochemistry and biophysics, 59(3), 153-158 (2010-10-26)
Ibutilide is a newer class-III antiarrhythmic agent approved for clinical use. We sought to investigate its electrophysiological effects in canines and also the underlying mechanism of conversion of atrial flutter (AFL). For this purpose, 15 male mongrel dogs were anesthetized
Mohamed Boulaksil et al.
Circulation. Arrhythmia and electrophysiology, 4(4), 566-576 (2011-05-31)
The electrically remodeled canine heart after chronic AV block (CAVB) has a high susceptibility for drug-induced torsade de pointes (TdP) arrhythmias. Although focal mechanisms have been considered for initiation, there is still controversy about whether reentry is the dominant mechanism
Atrial fibrillation: AVRO--were the results a surprise?
Soraya M Samii et al.
Nature reviews. Cardiology, 8(4), 188-190 (2011-03-03)
Qi Jin et al.
Chinese medical journal, 125(15), 2701-2707 (2012-08-31)
Ibutilide has been commonly used for pharmacologic cardioversion of atrial fibrillation and flutter in clinical settings. The objective of this study was to investigate the effects of ibutilide on the defibrillation threshold (DFT), restitution properties, dispersion of refractoriness and activation
Yu Hou et al.
Chinese medical journal, 124(5), 710-713 (2011-04-27)
Patients with persistent or permanent atrial fibrillation (AF) often need direct current cardioversion after radiofrequency ablation. The aim of this study was to investigate the effectiveness and safety of ibutilide for cardioversion of persistent or permanent atrial fibrillation after radiofrequency
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