Bay K8644[1]
Skeletal formula of Bay K8644
Space-filling model of the bay K8644 molecule
Names
Preferred IUPAC name
Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.163.930
EC Number
  • 636-102-2
  • 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 ☒N
    Key: ZFLWDHHVRRZMEI-UHFFFAOYSA-N ☒N
  • InChI=1/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
    Key: ZFLWDHHVRRZMEI-UHFFFAOYAV
  • CC1=C(C(C(=C(N1)C)[N+](=O)[O-])C2=CC=CC=C2C(F)(F)F)C(=O)OC
Properties
C16H15F3N2O4
Molar mass 356.301 g·mol−1
Insoluble
Solubility in other solvents DMSO: 184 mg/mL; methanol and ethanol: 63 mg/mL
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bay K8644 is a chemical compound that functions as an L-type calcium channel agonist. Bay K8644 is used primarily as a biochemical research tool for this effect.[2] It is a structural analog of nifedipine with positive inotropic activity, and as an aromatic it is highly lipid soluble.

Mechanism of action

Bay K8644 targets L-type voltage-gated calcium channels. It is the first positive inotropic agent shown to act specifically and directly on calcium channels.[3]

References

  1. ↑ (±)-Bay K8644 at Sigma-Aldrich
  2. ↑ CID 2303 from PubChem
  3. ↑ Thomas, G; Chung, M; Cohen, CJ (January 1985). "A dihydropyridine (Bay k 8644) that enhances calcium currents in guinea pig and calf myocardial cells. A new type of positive inotropic agent". Circ Res. 56 (1): 87–96. doi:10.1161/01.res.56.1.87. PMID 2578336.


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