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About This Item
Empirical Formula (Hill Notation):
C16H15ClN4O2
CAS Number:
Molecular Weight:
330.77
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
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)
Application
8-(3-Chlorostyryl)caffeine has been used as an adenosine A2A receptor antagonist:
- to study its effects on levodopa (L-DOPA)-induced dopamine (DA) release in rat striatum
- to study its effect on the nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) activity in macrophages
- to determine its effects on human umbilical vein endothelial cells (HUVECs)
Biochem/physiol Actions
8-(3-Chlorostyryl)caffeine is a selective adenosine A2A receptor antagonist and monoamine oxidase B (MAO B) inhibitor.
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.
Caution
Photosensitive, store in the dark
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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