(±)-Bay K 8644

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Cat.No. 1544 - (±)-Bay K 8644 | C16H15F3N2O4 | CAS No. 71145-03-4
Description: Ca2+ channel activator (L-type)
Chemical Name: 1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid, methyl ester
Purity: ≥99% (HPLC)
Datasheet
Citations (14)
Reviews
Literature

Biological Activity

L-type Ca2+ channel activator (EC50 = 17.3 nM). Has positive inotropic, vasoconstrictive and behavioral effects in vivo. In combination with BIX-01294 (Cat. No. 3364), helps generate induced pluripotent stem cells (iPSCs) from mouse embryonic fibroblasts (MEFs). Inhibits autophagy.

(S)-(-)-Enantiomer and (R)-(+)-Enantiomer also available.

Compound Libraries

(±)-Bay K 8644 is also offered as part of the Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 356.3
Formula C16H15F3N2O4
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 71145-03-4
PubChem ID 2303
InChI Key ZFLWDHHVRRZMEI-UHFFFAOYSA-N
Smiles COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1C(F)(F)F)[N+]([O-])=O

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

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

Preparing Stock Solutions

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

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

Certificate of Analysis / Product Datasheet
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References

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

Bourson et al (1989) Central and peripheral effects of the dihydropyridine calcium channel activator BAY K 8644 in the rat. Eur.J.Pharmacol. 160 339 PMID: 2469593

Greenberg et al (1984) Calcium channel 'agonist' BAY K 8644 inhibits calcium antagonist binding to brain and PC12 cell membranes. Brain Res. 305 365 PMID: 6204725

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

Sarkar et al (2009) Rapamycin and mTOR-independent autophagy inducers ameliorate toxicity of polyglutamine-expanded huntingtin and related proteinopathies. Cell Death Differ. 16 46 PMID: 18636076


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View Related Products by Product Action

View all Voltage-gated Calcium Channel (CaV) Activators

Keywords: (±)-Bay K 8644, (±)-Bay K 8644 supplier, Ca2+-channel, activators, L-type, Calcium, CaV, Channels, L-Type, voltage-gated, voltage-dependent, Ca2+, (±)-BayK8644, Voltage-gated, Reprogramming, Autophagy, 1544, Tocris Bioscience

14 Citations for (±)-Bay K 8644

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

Grassin-Delyle et al (2013) The expression and relaxant effect of bitter taste receptors in human bronchi. Respir Res 14 134 PMID: 24266887

Bellono (2017) Molecular basis of ancestral vertebrate electroreception. Nature 543 391 PMID: 28264196

Subramanian and Morozov (2011) Erk1/2 inhibit synaptic vesicle exocytosis through L-type calcium channels. J Neurosci 31 4755 PMID: 21430174

Ets (2016) Sustained Contraction in Vascular Smooth Muscle by Activation of L-type Ca2+ Channels Does Not Involve Ca2+ Sensitization or Caldesmon. Front Pharmacol 7 516 PMID: 28082901

Saliba et al (2012) Activity-dependent phosphorylation of GABAA receptors regulates receptor insertion and tonic current. PLoS One 31 2937 PMID: 22531784

Sharma et al (2016) Suppression of protective responses upon activation of L-type voltage gated calcium channel in macrophages during mycobacterium bovis BCG infection PLoS One 11 e0163845 PMID: 27723836

Fransen et al (2015) Dissecting out the complex Ca2+-mediated phenylephrine-induced contractions of mouse aortic segments. Circ Heart Fail 10 e0121634 PMID: 25803863

Cagalinec et al (2016) Role of Mitochondrial Dynamics in Neuronal Development: Mechanism for Wolfram Syndrome. PLoS Biol 14 e1002511 PMID: 27434582

Lee et al (2013) TRPM2 channels are required for NMDA-induced burst firing and contribute to H(2)O(2)-dependent modulation in substantia nigra pars reticulata GABAergic neurons. J Neurosci 33 1157 PMID: 23325252

Tian et al (2010) MEF-2 regulates activity-dependent spine loss in striatopallidal medium spiny neurons. Mol Cell Neurosci 44 94 PMID: 20197093

Mazzuca et al (2015) Estrogen receptor subtypes mediate distinct microvascular dilation and reduction in [Ca2+]I in mesenteric microvessels of female rat. J Pharmacol Exp Ther 352 291 PMID: 25472954

Armstrong and Drapeau (2013) Calcium channel agonists protect against neuromuscular dysfunction in a genetic model of TDP-43 mutation in ALS. EMBO J 33 1741 PMID: 23345247

Cerignoli et al (2012) High throughput measurement of Ca2+ dynamics for drug risk assessment in human stem cell-derived cardiomyocytes by kinetic image cytometry. J Pharmacol Toxicol Methods 66 246 PMID: 22926323

Yang et al (2012) A critical role for protein tyrosine phosphatase nonreceptor type 5 in determining individual susceptibility to develop stress-related cognitive and morphological changes. J Neurosci 32 7550 PMID: 22649233


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Literature in this Area

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