8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO

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8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Basic information
Product Name:8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO
Synonyms:8-[2-(3-Chloro-phenyl)-vinyl]-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione;8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO;1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine, CSC;1H-Purine-2,6-dione,8-[(1E)-2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-triMethyl-;(E)-8-[2-(3-Chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione;(E)-8-(3-Chlorostyryl)caffeine;8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor.
CAS:147700-11-6
MF:C16H15ClN4O2
MW:330.77
EINECS:
Product Categories:
Mol File:147700-11-6.mol
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Structure
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Chemical Properties
Melting point 205 °C
Boiling point 559.4±60.0 °C(Predicted)
density 1.36±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility DMSO: >5mg/mL
form solid
pka0.12±0.70(Predicted)
color white
Safety Information
WGK Germany 3
MSDS Information
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Usage And Synthesis
Description8-(3-Chlorostyryl)caffeine (CSC) is an adenosine A2 receptor antagonist (Ki = 54 nM). It is selective for adenosine A2 over A1 receptors (Ki = 28 μM). CSC reverses locomotor depression induced by the adenosine A2A agonist APEC in mice (ED50 = 16 μg/kg, i.p.). It increases locomotion in mice when administered at a dose of 5 mg/kg. CSC (5 mg/kg) reverses the shortening of the rotational motor response and increases in striatal adenosine A2 receptor levels induced by L-DOPA in a rat model of Parkinson’s disease induced by 6-OHDA . It also inhibits monoamine oxidase B (MAO-B; Ki = 100 nM) and reduces MAO-B activity in brain mitochondrial preparations from wild-type and A2A-/- mice.
Uses8-(3-Chlorostyryl)caffeine is a selective Adenosine A2A-R and MAO-B inhibitor.
DefinitionChEBI: 8-(3-chlorostyryl)caffeine is caffeine substituted at its 8-position by an (E)-3-chlorostyryl group. It has a role as an adenosine A2A receptor antagonist and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is a trimethylxanthine and a member of monochlorobenzenes. It is functionally related to a caffeine.
IC 50A2AR; MAO-B: 70 nM (Ki)
storageStore at -20°C
References[1] KENNETH A. JACOBSON. 8-(3-Chlorostyryl)caffeine (CSC) is a selective A2-adenosine antagonist in vitro and in vivo[J]. FEBS Letters, 1993, 323 1: Pages 141-144. DOI: 10.1016/0014-5793(93)81466-d
[2] LU SONG . Inhibitory effect of 8-(3-chlorostryryl) caffeine on levodopa-induced motor fluctuation is associated with intracellular signaling pathway in 6-OHDA-lesioned rats[J]. Brain Research, 2009, 1276: Pages 171-179. DOI: 10.1016/j.brainres.2009.04.028
[3] JIANG-FAN CHEN. 8-(3-Chlorostyryl)caffeine May Attenuate MPTP Neurotoxicity through Dual Actions of Monoamine Oxidase Inhibition and A2A Receptor Antagonism*[J]. The Journal of Biological Chemistry, 2002, 56 1: 36040-36044. DOI: 10.1074/jbc.m206830200
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Preparation Products And Raw materials
Tag:8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO(147700-11-6) Related Product Information
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