8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO
- CAS No.
- 147700-11-6
- Chemical Name:
- 8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO
- Synonyms
- (E)-8-(3-Chlorostyryl)caffeine;1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine, CSC;8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO;8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor.;8-[2-(3-Chloro-phenyl)-vinyl]-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione;(E)-8-[2-(3-Chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione;1H-Purine-2,6-dione,8-[(1E)-2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-triMethyl-
- CBNumber:
- CB9972690
- Molecular Formula:
- C16H15ClN4O2
- Molecular Weight:
- 330.77
- MDL Number:
- MFCD00210188
- MOL File:
- 147700-11-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C197 | 8-(3-Chlorostyryl)caffeine ≥98% (HPLC), solid | 147700-11-6 | 25mg | $339 | 2026-04-30 | Buy |
| Sigma-Aldrich | C197 | 8-(3-Chlorostyryl)caffeine ≥98% (HPLC), solid | 147700-11-6 | 100mg | $820 | 2026-04-30 | Buy |
| Cayman Chemical | 29704 | 8-(3-Chlorostyryl)caffeine ≥95% | 147700-11-6 | 10mg | $85 | 2026-04-30 | Buy |
| Cayman Chemical | 29704 | 8-(3-Chlorostyryl)caffeine ≥95% | 147700-11-6 | 25mg | $198 | 2026-04-30 | Buy |
| Cayman Chemical | 29704 | 8-(3-Chlorostyryl)caffeine ≥95% | 147700-11-6 | 50mg | $374 | 2026-04-30 | Buy |
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO Chemical Properties,Uses,Production
Description
8-(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.
Uses
8-(3-Chlorostyryl)caffeine is a selective Adenosine A2A-R and MAO-B inhibitor.
Definition
ChEBI: 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 50
A2AR; MAO-B: 70 nM (Ki)
storage
Store 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
