Bay K8644

Bay K8644^[1]
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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34555 ;
ChEMBL	ChEMBL1082832 ;
ChemSpider	2213 ;
ECHA InfoCard	100.163.930
EC Number	636-102-2;
IUPHAR/BPS	2511;
PubChem CID	2303;
CompTox Dashboard (EPA)	DTXSID301017346 DTXSID00913080, DTXSID301017346 ;
	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 Key: ZFLWDHHVRRZMEI-UHFFFAOYSA-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;
	SMILES 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
Signal word	Warning
Hazard statements	H315, H319
Precautionary statements	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). verify (what is ?) 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

^ (±)-Bay K8644 at Sigma-Aldrich
^ CID 2303 from PubChem
^ 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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[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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