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Merck

B112

(±)-Bay K8644

≥97.5% (HPLC), Calcium channel agonist, powder

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C16H15F3N2O4
Número CAS:
Peso molecular:
356.30
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Nombre del producto

(±)-Bay K8644, calcium channel agonist

Quality Level

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

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.


pictograms

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signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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CaV1.2 channelopathic mutations evoke diverse pathophysiological mechanisms.
Bamgboye, et al.
The Journal of General Physiology, 154 (2023)
Opposing actions of Bay K 8644 enantiomers on calcium current, prolactin secretion, and synthesis in pituitary cells
Enyeart JJ, et al.
Molecular Endocrinology, 4(5), 727-735 (1990)
Diego Santos de Souza et al.
European journal of pharmacology, 859, 172488-172488 (2019-06-25)
Cardiac arrhythmias are among the most important pathologies that lead to sudden death. The discovery of new therapeutic options against arrhythmias with low adverse effects is of paramount importance. Farnesol is found in essential oils with antioxidant, anti-inflammatory and cardioprotective



Número de artículo de comercio global

SKUGTIN
B112-5MG04061833420898
B112-25MG04061832945330