A class III antiarrhythmic drug
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

(±)-Ibutilide (hemifumarate)

Item No. 15011

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[4-(ethylheptylamino)-1-hydroxybutyl]phenyl]-methanesulfonamide, 2E-butenedioate (2:1)
CAS Number
122647-32-9
Synonyms
  • U-70226E
Molecular Formula
C20H36N2O3S • 1/2C4H4O4
Formula Weight
442.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
229 nm
SMILES
CS(NC1=CC=C(C(O)CCCN(CC)CCCCCCC)C=C1)(=O)=O.O=C(O)/C=C/C(O)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    25 mg

    $94

    Add

    50 mg

    $174

    Add

    100 mg

    $329

    Add

    250 mg

    $728

    Add
    Product Description

    (±)-Ibutilide is a class III antiarrhythmic agent.1 It inhibits the rapidly activating delayed-rectifier potassium current (IKr) in AT-1 myocytes with an IC50 value of 20 nM.2 (±)-Ibutilide also enhances the late inward sodium current (INa) and increases the action potential duration in isolated guinea pig ventricular cells.3 It decreases ventricular fibrillation induced by the ATP-dependent potassium channel activator pinacidil (Item No. 15416) in Langendorff isolated perfused rabbit hearts when used at concentrations ranging from 3 to 30 µM.4 (±)-Ibutilide (15 µg/kg, i.v.) increases the effective refractory period (ERP) of the left and right atrium in anesthetized pigs.5 It prevents rapid pacing-induced atrial flutter in dogs when administered orally at doses ranging from 0.25 to 5 mg/kg. Formulations containing ibutilide have been used in the treatment of atrial arrhythmias.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tamargo, J., Caballero, R., Gómez, R., et al. Pharmacology of cardiac potassium channels. Cardiovasc. Res. 62(1), 9-33 (2004).

    2. Yang, T., Snyders, D.J., and Roden, D.M. Ibutilide, a methanesulfonanilide antiarrhythmic, is a potent blocker fo the rapidly activating delayed rectifier K+ current (IKr) in AT-1 cells. Circulation 91(6), 1799-1806 (1995).

    3. Lee, K.S. Ibutilide, a new compound with potent class III antiarrhythmic activity, activates a slow inward Na+ current in guinea pig ventricular cells. J. Pharm. Exp. Ther. 262(1), 99-108 (1992).

    4. Friedrichs, G.S., Chi, L., Black, S.C., et al. Antifibrillatory effects of ibutilide in the rabbit isolated heart: Mediation via ATP-dependent potassium channels. J. Pharm. Exp. Ther. 266(3), 1348-1354 (1993).

    5. Knobloch, K., Brendel, J., Peukert, S., et al. Electrophysiological and antiarrhythmic effects of the novel IKur channel blockers, S9947 and S20951, on left vs. right pig atrium in vivo in comparison with the IKr blockers dofetilide, azimilide, d,l-sotalol and ibutilide. Naunyn Schmiedebergs Arch Pharmacol. 366(5), 482-487 (2002).