8-(3-Chlorostyryl)caffeine

Name: 8-(3-Chlorostyryl)caffeine
Brand: Tocris Bioscience
SKU: 3306
Price: 124 USD

Catalog #: 3306
5 Citations Datasheet / COA / SDS

Discontinued Product

3306 has been discontinued.

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8-(3-Chlorostyryl)caffeine | CAS No. 147700-11-6 | Adenosine A2a Receptor Antagonists

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Description: Selective A2A 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%

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Product Details

Citations (5)

Reviews

Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

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

M.Wt:

330.77

Formula:

C₁₆H₁₅ClN₄O₂

Solubility:

Soluble to 25 mM in DMSO

Purity:

≥99%

Storage:

Store at -20°C

CAS No:

147700-11-6

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.

Background References

Suppression of Canine Dendritic Cell Activation/Maturation and Inflammatory Cytokine Release by Mesenchymal Stem Cells Occurs Via Multiple Distinct Biochemical Pathways

Stem Cells Dev., 2016;0(0):.
8-(3-Chlorostyryl)caffeine may attenuate MPTP neurotoxicity through dual actions on monoamine oxidase inhibition and A_2A receptor antagonism.
Chen et al.
J.Biol.Chem., 2002;277:36040
Enhanced neuronal damage by co-administration of quinolinic acid and free radicals, and protection by adenosine A_2A receptor antagonists.
Behan and Stone
Br.J.Pharmacol., 2002;135:1435
Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC).
Vlok et al.
Bioorg.Med.Chem., 2006;14:3512

Product Datasheets

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SDS

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Citations for 8-(3-Chlorostyryl)caffeine

The citations listed below are publications that use Tocris products. Selected citations for 8-(3-Chlorostyryl)caffeine include:

5 Citations: Showing 1 - 5

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

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