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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

Exclamation markHealth hazard
GHS07,GHS08

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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Atrial fibrillation: AVRO--were the results a surprise?
Soraya M Samii et al.
Nature reviews. Cardiology, 8(4), 188-190 (2011-03-03)
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
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)
Jian-ling Sun et al.
Zhonghua xin xue guan bing za zhi, 37(10), 920-924 (2010-02-09)
To observe the electrophysiological effects of ibutilide on canine and to explore the potential mechanisms of ibutilide on terminating atrial flutter. Eighteen mongrel dogs were anesthetized and intubated. The heart was exposed through thoracotomy for electrodes implantation. The electrophysiologic variables
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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