An L-, T-, and N-type calcium channel blocker
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Benidipine (hydrochloride)

Item No. 21607

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R)-rel-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid, 3-methyl 5-[(3R)-1-(phenylmethyl)-3-piperidinyl] ester, monohydrochloride
CAS Number
91599-74-5
Synonyms
  • (±)-Benidipine
  • KW-3049
Molecular Formula
C28H31N3O6 • HCl
Formula Weight
542.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 10 mg/ml
λmax
237, 356 nm
SMILES
O=C(C1=C(C)NC(C)=C(C(OC)=O)[C@H]1C2=CC([N+]([O-])=O)=CC=C2)O[C@H](CCC3)CN3CC4=CC=CC=C4.Cl
InChi Code
InChI=1S/C28H31N3O6.ClH/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20;/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3;1H/t23-,26-;/m1./s1
InChi Key
KILKDKRQBYMKQX-MIPPOABVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $41

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    25 mg

    $66

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    50 mg

    $90

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    100 mg

    $134

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    Product Description

    Benidipine is an orally bioavailable blocker of L-, T-, and N-type calcium channels.1 In guinea pig ventricular cells benidipine has an IC50 of 2.7 nM for calcium currents, determined using whole cell voltage clamp electrophysiology.2 It prevents oxidative stress dose-dependently in vitro, decreases blood pressure in spontaneously hypertensive rats (at 3 and 10 mg/kg), and is neuroprotective for neural stem cells after oxidative stress-induced injury.3,4,5 Benidipine is also a competitive antagonist at mineralocorticoid receptors.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kosaka, H., Hirayama, K., Yoda, N., et al. The L-, N-, and T-type triple calcium channel blocker benidipine acts as an antagonist of mineralocorticoid receptor, a member of nuclear receptor family. Eur. J. Pharmacol. 635(1-3), 49-55 (2010).

    2. Yamamoto, M., Gotoh, Y., Imaizumi, Y., et al. Mechanisms of long-lasting effects of benidipine on Ca current in guinea-pig ventricular cells. Br. J. Pharmacol. 100(4), 669-676 (1990).

    3. Karasawa, A., Kubo, K., Shuto, K., et al. Antihypertensive effects of the new calcium antagonist benidipine hydrochloride in rats. Arzneimittelforschung 38(11A), 1684-1690 (1988).

    4. Matsubara, M., Akizuki, O., Ikeda, J., et al. Benidipine, an anti-hypertensive drug, inhibits reactive oxygen species production in polymorphonuclear leukocytes and oxidative stress in salt-loaded stroke-prone spontaneously hypertensive rat. Eur. J. Pharmacol. 580(1-2), 201-213 (2008).

    5. Choi, N.-Y., Choi, H., Park, H.-H., et al. Neuroprotective effects of amlodipine besylate and benidipine hydrochloride on oxidative stress-injured neural stem cells. Brain Res. 1551, 1-12 (2014).