8-(3-Chlorostyryl)caffeine

Name: 8-(3-Chlorostyryl)caffeine
Brand: Tocris Bioscience
SKU: 3306

Catalog # 3306 | Tocris Bioscience a Bio-Techne Brand

Citations (5)

COA / SDS

Selective A2A antagonist. Also MAO-B inhibitor

Key Product Details

Description:	Selective A_2A antagonist. Also MAO-B inhibitor
Alternative Names:	CSC
Chemical Name:	(E)-8-[2-(3-Chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
Purity:	≥99% (HPLC)
Molecular Weight:	330.77

View Full Technical Details for 8-(3-Chlorostyryl)caffeine

Technical Data
Citations (5) / Reviews

Biological Activity for 8-(3-Chlorostyryl)caffeine

8-(3-Chlorostyryl)caffeine is a selective adenosine A_2A receptor antagonist and monoamine oxidase B (MAO-B) inhibitor (K_i values are 54 and 28200 nM at rat A_2A and A₁ receptors respectively and K_i ~ 100 nM at MAO-B). Potently protects against quinolinic acid-induced (Cat. No. 0225) neuronal damage and is neuroprotective in the MPTP model of Parkinson's disease.

Technical Data for 8-(3-Chlorostyryl)caffeine

M. Wt	330.77
Formula	C₁₆H₁₅ClN₄O₂
Storage	Store at -20°C
Purity	≥99% (HPLC)
CAS Number	147700-11-6
PubChem ID	5353365
InChi Key	WBWFIUAVMCNYPG-BQYQJAHWSA-N
Smiles	ClC1=CC(/C=C/C(N3C)=NC2=C3C(N(C)C(N2C)=O)=O)=CC=C1

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 for 8-(3-Chlorostyryl)caffeine

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	8.27	25

Preparing Stock Solutions for 8-(3-Chlorostyryl)caffeine

The following data is based on the product molecular weight 330.77.

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.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.25 mM	12.09 mL	60.46 mL	120.93 mL
1.25 mM	2.42 mL	12.09 mL	24.19 mL
2.5 mM	1.21 mL	6.05 mL	12.09 mL
12.5 mM	0.24 mL	1.21 mL	2.42 mL

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References for 8-(3-Chlorostyryl)caffeine

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

Vlok Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC). Bioorg.Med.Chem. 2006 PMID: 16442801
Chen 8-(3-Chlorostyryl)caffeine may attenuate MPTP neurotoxicity through dual actions on monoamine oxidase inhibition and A_2A receptor antagonism. J.Biol.Chem. 2002 PMID: 12130655
Behan and Stone Enhanced neuronal damage by co-administration of quinolinic acid and free radicals, and protection by adenosine A_2A receptor antagonists. Br.J.Pharmacol. 2002 PMID: 11906956

Citations for 8-(3-Chlorostyryl)caffeine (5)

Showing 1 - 5 of 5 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for 8-(3-Chlorostyryl)caffeine include:

Kleiner et al. (2018) Activator protein-1 contributes to the NaCl-induced expression of VEGF and PlGF in RPE cells. Mol Vis. 24:647
PMID: 30310263
Benada et al. (2015) Polo-like kinase 1 inhibits DNA damage response during mitosis. Oncotarget. 14:219
PMID: 25607646
Li et al. (2014) Regulation of photoreceptor gap junction phosphorylation by adenosine in zebrafish retina. Vis Neurosci. 31:237
PMID: 24844306
Bao et al. (2013) Pannexin 1 channels link chemoattractant receptor signaling to local excitation and global inhibition responses at the front and back of polarized neutrophils. J Biol Chem. 288:22650
PMID: 23798685
Factor et al. (2007) Adenosine regulation of alveolar fluid clearance. Cell Cycle. 104:4083
PMID: 17360481

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