A non-selective channel blocker
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Bepridil (hydrochloride)

Item No. 19645

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-[(2-methylpropoxy)methyl]-N-phenyl-N-(phenylmethyl)-1-pyrrolidineethanamine, monohydrochloride
CAS Number
68099-86-5
Molecular Formula
C24H34N2O • HCl
Formula Weight
403.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 5 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
248, 295 nm
SMILES
CC(C)COCC(N1CCCC1)CN(CC2=CC=CC=C2)C3=CC=CC=C3.Cl
InChi Code
InChI=1S/C24H34N2O.ClH/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22;/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3;1H
InChi Key
JXBBWYGMTNAYNM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $49

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    25 mg

    $103

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    50 mg

    $127

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    Product Description

    Bepridil is a dihydropyridine that has anti-anginal and anti-arrhythmic actions by blocking calcium channels in heart and smooth muscle.1,2 It is recognized as a non-selective channel blocker, altering myocardial Ca2+, Na+, and K+ currents.3 For example, it blocks voltage-gated Ca2+ (Cav3.2) and K+ (hERG and KCNQ4) channels, sarcoplasmic ATP-sensitive K+ (KATP) channels, and Na+-activated (KNa) channels (IC50s = 7.1, 22, 9.4, 10, and 2.2 µM, respectively).4,5,6,2 It also activates mitochondrial ATP-sensitive KATP channels (ED50 = 27.5 µM).7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, B.N. The mechanism of action of calcium antagonists relative to their clinical applications. Br. J. Clin. Pharmacol. 21(Suppl 2), 109S-121S (1986).

    2. Perez-Reyes, E., Van Deusen, A.L., and Vitko, I. Molecular pharmacology of human Cav3.2 T-type Ca2+ channels: Block by antihypertensives, antiarrhythmics, and their analogs. J. Pharmacol. Exp. Ther. 328(2), 621-627 (2009).

    3. Iijima, K., Chinushi, M., Izumi, D., et al. Effect of bepridil in atrial fibrillation inducibility facilitated by vagal nerve stimulation. Prevention of vagal nerve activation-induced shortening of the atrial action potential duration. Circ. J. 74(5), 895-902 (2010).

    4. Sinha, N., and Sen, S. Predicting hERG activities of compounds from their 3D structures: Development and evaluation of a global descriptors based QSAR model. Eur. J. Med. Chem. 46(2), 618-630 (2011).

    5. Sogaard, R., Ljungstrom, T., Pedersen, K.A., et al. KCNQ4 channels expressed in mammalian cells: Functional characteristics and pharmacology. Am. J. Physiol. Cell Physiol. 280(4), C859-C866 (2001).

    6. Li, Y., Sato, T., and Arita, M. Bepridil blunts the shortening of action potential duration caused by metabolic inhibition via blockade of ATP-sensitive K+ channels and Na+-activated K+ channels. J. Pharmacol. Exp. Ther. 291(2), 562-568 (1999).

    7. Sato, T., Costa, A.D.T., Saito, T., et al. Bepridil, an antiarrhythmic drug, opens mitochondrial KATP channels, blocks sarcolemmal KATP channels, and confers cardioprotection. J. Pharmacol. Exp. Ther. 316(1), 182-188 (2006).