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147700-11-6

147700-11-6 Structure

147700-11-6 Structure
IdentificationBack Directory
[Name]

8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO
[CAS]

147700-11-6
[Synonyms]

1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine, CSC
8-(3-CHLOROSTYRYL) CAFFEINE A2A ADENOSIN E RECEPTO
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-
[Molecular Formula]

C16H15ClN4O2
[MDL Number]

MFCD00210188
[MOL File]

147700-11-6.mol
[Molecular Weight]

330.77
Chemical PropertiesBack Directory
[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
[pka]

0.12±0.70(Predicted)
[color ]

white
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
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