C197

8-(3-Chlorostyryl)caffeine

≥98% (HPLC), solid

• Synonym(s): 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine, CSC
• Empirical Formula (Hill Notation): C₁₆H₁₅ClN₄O₂
• CAS Number: 147700-11-6
• Molecular Weight: 330.77
• NACRES: NA.77
• PubChem Substance ID: 24277703
• UNSPSC Code: 12352200
• MDL number: MFCD00210188
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• color: white
• solubility: DMSO: >5 mg/mL
• storage temp.: −20°C
• SMILES string: [H]\C(=C(\[H])c1nc2C(=O)N(C)C(=O)N(C)c2n1C)c3cccc(Cl)c3
• InChI: 1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-13-14(19)20(2)16(23)21(3)15(13)22/h4-9H,1-3H3/b8-7+
• InChI key: MHYRUZOJQQLLQS-BQYQJAHWSA-N
• Gene Information: human ... ADORA2A(135) ; mouse ... Maob(109731) ; rat ... Adora1(29290), Adora2a(25369)

Description

Application

8-(3-Chlorostyryl)caffeine has been used as an adenosine A_2A receptor antagonist:

• to study its effects on levodopa (L-DOPA)-induced dopamine (DA) release in rat striatum[1]
• to study its effect on the nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) activity in macrophages[2]
• to determine its effects on human umbilical vein endothelial cells (HUVECs)[3]

Biochem/physiol Actions

8-(3-Chlorostyryl)caffeine is a selective adenosine A_2A receptor antagonist[1] and monoamine oxidase B (MAO B) inhibitor.[4]

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Photosensitive, store in the dark

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)