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Merck
CN

I9910

Ibutilide hemifumarate salt

≥98% (HPLC), Class III antiarrhythmic agent, solid

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:
Molecular Weight:
442.61
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name

Ibutilide hemifumarate salt, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

solid

color

off-white to tan

solubility

H2O: >20 mg/mL

storage temp.

room temp

Quality Level

Gene Information

human ... KCNH2(3757)

Biochem/physiol Actions

Ibutilide hemifumarate salt is considered a new generation "pure" Class III antiarrhythmic agent.
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

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
Sheldon M Singh et al.
Journal of cardiovascular electrophysiology, 21(6), 608-616 (2009-12-31)
While able to achieve clinical success, the current step-wise approach to persistent atrial fibrillation (AF) ablation requires considerable "substrate" ablation and frequently mandates multiple procedures to address consequent atrial tachycardias (ATs). An alternative strategy minimizing the amount of ablation while
Sheldon M Singh et al.
Journal of cardiovascular electrophysiology, 23(4), 352-358 (2011-11-01)
Beyond pulmonary vein isolation (PVI), adjuvant ablation at the sites of complex fractionated atrial electrograms (CFAE) has been shown to improve the long-term success of catheter ablation of persistent atrial fibrillation (AF). However, this approach often requires extensive ablation due
Peter E Zambito et al.
Pacing and clinical electrophysiology : PACE, 32(10), e11-e13 (2009-09-08)
The effects of ibutilide on non-isthmus-dependent atrial flutter (NIDAFL) and the left atrium are not completely known. We describe a case report of 2:1 left to right interatrial block as a result of ibutilide during NIDAFL. This is a 68-year-old
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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