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B112 Sigma-Aldrich

(±)-Bay K8644

calcium channel agonist

Synonym: 1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-[trifluoromethyl]phenyl)pyridine-3-carboxylic acid methyl ester

  • CAS Number 71145-03-4

  • Empirical Formula (Hill Notation) C16H15F3N2O4

  • Molecular Weight 356.30

  •  MDL number MFCD00036697

  •  PubChem Substance ID 24277825

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Calcium Channel Modulators, Cell Biology, Cell Signaling and Neuroscience, Enzyme Inhibitors,
Quality Level   100
assay   ≥97.5% (HPLC)
form   powder
mp   168-170  °C
solubility   DMSO: 20 mg/mL
  methanol and ethanol: 63 mg/mL
  H2O: insoluble
storage temp.   2-8°C
SMILES string   COC(=O)C1=C(C)NC(C)=C(C1c2ccccc2C(F)(F)F)[N+]([O-])=O
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
InChI key   ZFLWDHHVRRZMEI-UHFFFAOYSA-N
Gene Information   rat ... Cacna1c(24239)

Description

Application

(±)-Bay K8644 has been used as an agonist for voltage sensitive calcium channels (VSCCs) in interneurons, L-type calcium channel (LTCC) in human embryonic kidney 293 cells and viscerofugal neurons.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

(±)-Bay K8644 is a 1,4-dihydropyridine (DHP) derivative and an agonist for L-type Ca2+ channels. However, it′s enantiomers (-)-BAY k8644 and (+)-BAY k8644 have opposing functionality with respect to Ca2+ channels as high-potency agonist and low-potency antagonist, respectively. (±)-Bay K8644 increases influx of Ca2+ specifically at voltage-gated calcium channels. It constricts blood vessels and heart contraction.

Increases influx of Ca2+ specifically at voltage-gated calcium channels.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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