An L-type calcium channel blocker
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(R)-(+)-BAY-K-8644

Item No. 15263

Technical Information
Formal Name
(4R)-1,4-dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid, methyl ester
CAS Number
98791-67-4
Synonyms
  • NI 105
  • R 4407
Molecular Formula
C16H15F3N2O4
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2) (1:9): 0.1 mg/ml
λmax
237, 273, 406 nm
SMILES
O=C(OC)C1=C(C)NC(C)=C([N+]([O-])=O)[C@@H]1C2=CC=CC=C2C(F)(F)F
InChi Code
InChI=1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3/t13-/m1/s1
InChi Key
ZFLWDHHVRRZMEI-CYBMUJFWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (R)-(+)-BAY-K-8644 is an L-type channel blocker that has negative inotropic and vasodilatory effects at 1 μM.1,2,3 Intracerebroventricular administration of this enantiomer has no effect on motor function in mice, whereas (S)-(−)-BAY-K-8644 impairs rotarod and motor activity, an effect that is blocked by (R)-(+)-BAY-K-8644.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franckowiak, G., Bechem, M., Schramm, M., et alThe optical isomers of the 1,4-dihydropyridine Bay K 8644 show opposite effects on Ca channels. Eur. J. Pharmacol. 114(2), 223-226 (1985).

    2. Artigas, P., Ferreira, G., Reyes, N., et alEffects of the enantiomers of BayK 8644 on the charge movement of L-type Ca channels in guinea-pig ventricular myocytes. J. Membr. Biol. 193(3), 215-227 (2003).

    3. Ravens, U., and Schöpper, H.P. Opposite cardiac actions of the enantiomers of Bay K 8644 at different membrane potentials in guinea-pig papillary muscles. Naunyn Schmiedebergs Arch. Pharmacol. 341(3), 232-239 (1990).

    4. O'Neill, S.K., and Bolger, G.T. Enantiomer selectivity and the development of tolerance to the behavioral effects of the calcium channel activator BAY K 8644. Brain Res. Bull. 21(6), 865-872 (1988).