Description
BAY-
K-
8644, originally described as a modulator of potential operated calcium channels, exists as two enantiomers that have opposite actions. (R)-(+)-
BAY-
K-
8644 is an L-
type channel blocker that has negative inotropic and vasodilatory effects at 1 μM. 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.
Uses
(R)-(+)-Bay K 8644 is a Ca2+ channel inhibitor, whose enantiomer is a Ca2+ channel activator.
Definition
ChEBI: (R)-Bay-K-8644 is a methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate in which the 4-position has (R)-configuration. It is an enantiomer of a (S)-Bay-K-8644.
Biological Activity
L-type Ca 2+ -channel blocker with negative inotropic and vasodilatatory effects in vivo . Enantiomer showing opposite effects to the racemate (1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid, methyl ester ) and (S)-(-)- enantiomer ((4S)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-trifluoromethyl)phenyl]-3-pyridinecarboxylic acid methyl ester ). In combination with BIX-01294, helps generate induced pluripotent stem cells (iPSCs) from mouse embryonic fibroblasts (MEFs).
References
[1] GERHARD FRANCKOWIAK. The optical isomers of the 1,4-dihydropyridine BAY K 8644 show opposite effects on Ca channels[J]. European journal of pharmacology, 1985, 114 2: Pages 223-226. DOI:
10.1016/0014-2999(85)90631-4[2] P ARTIGAS. Effects of the enantiomers of BayK 8644 on the charge movement of L-type Ca channels in guinea-pig ventricular myocytes.[J]. Journal of Membrane Biology, 2003, 193 3: 215-227. DOI:
10.1007/s00232-003-2020-1[3] U RAVENS H P S. Opposite cardiac actions of the enantiomers of Bay K 8644 at different membrane potentials in guinea-pig papillary muscles.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 1990, 341 3: 232-239. DOI:
10.1007/bf00169736[4] S.K. O’NEILL Gordon T B. Enantiomer selectivity and the development of tolerance to the behavioral effects of the calcium channel activator BAY K 8644[J]. Brain Research Bulletin, 1988, 21 6: Pages 865-872. DOI:
10.1016/0361-9230(88)90019-6
