8-(3-Chlorostyryl)caffeine

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 (Cay-13248) in a rat model of Parkinson's disease induced by 6-OHDA (Cay-25330). 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.Formal Name: 8-[(1E)-2-(3-chlorophenyl)ethenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione. CAS Number: 147700-11-6. Synonyms: CSC. Molecular Formula: C16H15ClN4O2. Formula Weight: 330.8. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: 25 mM, Methanol: Soluble. SMILES: O=C(N(C)C1=C2N(C)C(/C=C/C3=CC=CC(Cl)=C3)=N1)N(C)C2=O. InChi Code: InChI=1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-14-13(19)15(22)21(3)16(23)20(14)2/h4-9H,1-3H3/b8-7+. InChi Key: WBWFIUAVMCNYPG-BQYQJAHWSA-N.