B112

(±)-Bay K8644

calcium channel agonist

• Synonym(s): 1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-[trifluoromethyl]phenyl)pyridine-3-carboxylic acid methyl ester
• Empirical Formula (Hill Notation): C₁₆H₁₅F₃N₂O₄
• CAS Number: 71145-03-4
• Molecular Weight: 356.30
• MDL number: MFCD00036697
• UNSPSC Code: 12352202
• PubChem Substance ID: 24277825
• NACRES: NA.77

Properties

• Assay: ≥97.5% (HPLC)
• form: powder
• color: yellow to dark yellow
• mp: 168-170 °C
• solubility: DMSO: 20 mg/mL; methanol and ethanol: 63 mg/mL; H₂O: insoluble
• storage temp.: 2-8°C
• SMILES string: CC1=C(C(OC)=O)C(C2=CC=CC=C2C(F)(F)F)C([N+]([O-])=O)=C(C)N1
• 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.

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves