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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 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

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Certificates of Analysis (COA)

Lot/Batch Number
0000408126
0000408126
0000401933
0000401933
0000136158

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Jian-ling Sun et al.
Cell biochemistry and biophysics, 64(3), 197-203 (2012-06-29)
This study aims to observe the effects of ibutilide on canine cardiac pacing threshold and on induction rates of atrial fibrillation. Eighteen mongrel dogs were anesthetized and administrated with ibutilide. The pacing thresholds and induction rates of atrial fibrillation were
Jian Ling Sun et al.
Cell biochemistry and biophysics, 64(2), 161-168 (2012-06-26)
The objective of the study was to evaluate the effect of ibutilide on canine cardiac sinoatrial and atrioventricular nodes (AVNs). For this purpose, 18 mongrel dogs were injected intravenously with ibutilide and the changes in heart rate, sinus node recovery
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
Predicting the degree of drug-induced QT prolongation and the risk for torsades de pointes.
Chunhua Ding
Heart rhythm, 8(10), 1535-1536 (2011-06-28)
Efstathios D Pagourelias et al.
Cardiology, 122(2), 89-92 (2012-06-29)
We present a case of Brugada syndrome in a young patient whose typical ECG pattern was 'masked' after ibutilide was administered for atrial flutter cardioversion. Ibutilide, a class III antiarrhythmic agent used for the treatment of atrial fibrillation and flutter
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