Bay K8644

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
CAS Number
  • 71145-03-4 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:34555 ☒N
ChEMBL
  • ChEMBL1082832 ☒N
ChemSpider
  • 2213 ☒N
ECHA InfoCard 100.163.930 Edit this at Wikidata
EC Number
  • 636-102-2
IUPHAR/BPS
  • 2511
PubChem CID
  • 2303
CompTox Dashboard (EPA)
  • DTXSID00913080 Edit this at Wikidata
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 ☒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
Chemical formula
C16H15F3N2O4
Molar mass 356.301 g·mol−1
Solubility in water
Insoluble
Solubility in other solvents DMSO: 184 mg/mL; methanol and ethanol: 63 mg/mL
Hazards
GHS labelling:
Pictograms
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).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

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.
  • v
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Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
  • GIRKTooltip G protein-coupled inwardly rectifying potassium channel-specific: ML-297 (VU0456810)
KCaTooltip Calcium-activated potassium channel
Blockers
  • BKCa-specific: Ethanol (alcohol)
  • GAL-021
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
  • Solnatide
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
  • See here instead.
LGICsTooltip Ligand gated ion channels
  • See here instead.
See also: Receptor/signaling modulators • Transient receptor potential channel modulators


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