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(S)-(-)-BAY K 8644
- (-)-BAY K8644
- Optical Purity: 99% e.e.
- Soluble in DMSO and EtOH
- MF: C16H15F3N2O4
- MW: 356.3
Description
(S)-(-)-BAY K 8644 is the more active enantiomer of BAY K 8644 and a potent L-type Ca2+ channel activator.
Activation of L-type voltage-gated calcium channels increases Ca2+ influx and affects cardiac contractility, vascular tone and neuronal excitability. (S)-(-)-BAY K 8644 is useful for stereoselective calcium channel pharmacology.
Key Features
- Active enantiomer of BAY K 8644
- Activates L-type voltage-gated Ca2+ channels
- Produces positive inotropic and vasoconstrictive effects in models
- Useful for stereochemical channel pharmacology
Applications
- L-type calcium channel assays
- Cardiac and vascular pharmacology research
- Ca2+ influx and electrophysiology studies
- Enantiomer-selective ion channel profiling
Note: The racemate BAY K 8644 (Axon 1697) and opposite enantiomer (R)-(+)-BAY K 8644 (Axon 1758) are also available.
More Information
| Parent CAS No. | 98625-26-4 |
|---|---|
| Chemical Name | (S)-methyl 2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3-carboxylate |
| SMILES | C1C=CC=C([C@H]2C(C(OC)=O)=C(C)NC(C)=C2[N+]([O-])=O)C=1C(F)(F)F |&1:5,r| |
| MFCD | N.A. |
| InChi | 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-/m0/s1 |
| InChiKey | ZFLWDHHVRRZMEI-ZDUSSCGKSA-N |
| CID | 6603728 |
| Short Description | Calcium (Ca2+) channel activator |
References
- FT Van Amsterdam et al. Stereoisomers of Bay K 8644 show opposite activities in the normal and ischemic rat heart. A comparison with nifedipine. Naunyn Schmiedebergs Arch. Pharmacol. 1989, 339, 647-652.
- J Ferrante et al. Binding of a 14-dihydropyridine calcium channel activator (−)-S-Bay K 8644 to cardiac preparations. Biochem. Biophys. Res. Commun. 1989, 158, 149-154.
- M Sekiguchi-Tonosaki et al. Acetylcholine Induces Ca2+ Signaling In Chicken Retinal Pigmented Epithelial Cells During Dedifferentiation. Am. J. Physiol. Cell Physiol. 2009, 296, C1195-206.
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