(R)-(+)-Bay K 8644

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Description: CaV1.x blocker; (R)-(+)-enantiomer of (±)-Bay K 8644; also TMEM176B inhibitor
Chemical Name: (4R)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-trifluoromethyl)phenyl]-3-pyridinecarboxylic acid methyl ester
Purity: ≥97% (HPLC)
Datasheet
Citations (1)
Reviews (1)

Biological Activity for (R)-(+)-Bay K 8644

(R)-(+)-Bay K 8644 is a L-type Ca2+-channel blocker with negative inotropic and vasodilatatory effects in vivo. Enantiomer showing opposite effects to the racemate (±)-Bay K 8644 (Cat. No. 1544) and (S)-(-)- enantiomer (Cat. No. 1546). Also TMEM176B inhibitor. Induces IL-1β secretion and caspase-1 activation in bone marrow-derived dendritic cells in vitro and increases survival of tumor-bearing mice, both alone and in combination with immune checkpoint blockers.

Racemate and (S)-(-)-Enantiomer also available.

Compound Libraries for (R)-(+)-Bay K 8644

(R)-(+)-Bay K 8644 is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.

Technical Data for (R)-(+)-Bay K 8644

M. Wt 356.3
Formula C16H15F3N2O4
Storage Store at +4°C
Purity ≥97% (HPLC)
CAS Number 98791-67-4
PubChem ID 6604881
InChI Key ZFLWDHHVRRZMEI-CYBMUJFWSA-N
Smiles O=C(OC)C1=C(C)NC(C)=C([N+]([O-])=O)[C@@H]1[C@]2=CC=CC=C2C(F)(F)F

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for (R)-(+)-Bay K 8644

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 35.63 100
DMSO 35.63 100

Preparing Stock Solutions for (R)-(+)-Bay K 8644

The following data is based on the product molecular weight 356.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.81 mL 14.03 mL 28.07 mL
5 mM 0.56 mL 2.81 mL 5.61 mL
10 mM 0.28 mL 1.4 mL 2.81 mL
50 mM 0.06 mL 0.28 mL 0.56 mL

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Product Datasheets for (R)-(+)-Bay K 8644

Certificate of Analysis / Product Datasheet
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References for (R)-(+)-Bay K 8644

References are publications that support the biological activity of the product.

Franckowiak et al (1985) The optical isomers of the 1,4-dihydropyridine BAY K 8644 show opposite effects on Ca channels. Eur.J.Pharmacol. 114 223 PMID: 2412855

O'Neill and Bolger (1988) Enantiomer selectivity and the development of tolerance to the behavioral effects of the calcium channel activator BAY K 8644. Brain Res.Bull. 21 865 PMID: 2465070

Ravens and Schopper (1990) Opposite cardiac actions of the enantiomers of Bay K 8644 at different membrane potentials in guinea-pig papillary muscles. Naunyn Schmiedebergs Arch.Pharmacol. 341 232 PMID: 1692975

Shi et al (2008) Induction of pluripotent stem cells from mouse embryonic fibroblasts by Oct4 and Klf4 with small-molecule compounds. Cell Stem Cell. 3 568 PMID: 18983970

Segovia et al (2019) Targeting TMEM176B enhances antitumor immunity and augments the efficacy of immune checkpoint blockers by unleashing inflammasome activation. Cancer Cell. 35 767 PMID: 31085177


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View Related Products by Product Action

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1 Citation for (R)-(+)-Bay K 8644

Citations are publications that use Tocris products. Selected citations for (R)-(+)-Bay K 8644 include:

Sidaway and Teramoto (2014) L-type Ca2+ channel sparklets revealed by TIRF microscopy in mouse urinary bladder smooth muscle. PLoS One 9 e93803 PMID: 24699670


Do you know of a great paper that uses (R)-(+)-Bay K 8644 from Tocris? Please let us know.

Reviews for (R)-(+)-Bay K 8644

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Test of VGCCs input into 5HT-1B effect on transmembrane current.
By Sergiy Sylantyev on 12/10/2023
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Arcuate nucleus

R-(+)-Bay-K (5 μM) was used as a part of a mixture (also containing 1 μM omega -Conotoxin GVIA and 1 μM omega -Agatoxin TK) which blocks voltage-gated calcium channels in a living neuron membrane. Left: the effect of activation of 5HT-1B and AMPA receptors on transmembrane current evoked upon membrane depolarization. Blue trace: control; red trace: 5HT-1B and AMPA receptors activation. Right: block of VGCCs results in 100% suppression of transmembrane current.

PMID: 37827445
review image