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Key Documents

B112

Sigma-Aldrich

(±)-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

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About This Item

Empirical Formula (Hill Notation):
C16H15F3N2O4
CAS Number:
Molecular Weight:
356.30
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

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

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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

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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