Bay K8644is achemical compoundthat functions as anL-typecalcium channelagonist.Bay K8644 is used primarily as a biochemical research tool for this effect.[2]It is a structural analog ofnifedipinewith positive inotropic activity, and as an aromatic it is highly lipid soluble.

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 100.163.930Edit this at Wikidata
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 356.301g·mol−1
Insoluble
Solubilityin other solvents DMSO:184 mg/mL;methanolandethanol:63 mg/mL
Hazards
GHSlabelling:
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 theirstandard state(at 25 °C [77 °F], 100 kPa).

Mechanism of action

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Bay K8644 targetsL-typevoltage-gatedcalcium channels.It is the first positive inotropic agent shown to act specifically and directly on calcium channels.[3]

References

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  1. ^(±)-Bay K8644atSigma-Aldrich
  2. ^CID 2303fromPubChem
  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.PMID2578336.