C197
8-(3-クロロスチリル)カフェイン
≥98% (HPLC), solid
別名:
1,3,7-トリメチル-8-(3-クロロスチリル)キサンチン, CSC
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この商品について
実験式（ヒル表記法）:
C16H15ClN4O2
CAS番号:
分子量:
330.77
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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+
SMILES string
[H]\C(=C(\[H])c1nc2C(=O)N(C)C(=O)N(C)c2n1C)c3cccc(Cl)c3
InChI key
MHYRUZOJQQLLQS-BQYQJAHWSA-N
assay
≥98% (HPLC)
form
solid
color
white
solubility
DMSO: >5 mg/mL
storage temp.
−20°C
Quality Level
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.
Disclaimer
光に不安定です。暗所で保存して下さい。
保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
C197-BULK: + C197-25MG: + C197-VAR: + C197-100MG:
jan
Krystyna Gołembiowska et al.
Brain research, 998(2), 208-217 (2004-01-31)
In the present study, we investigated effects of the new selective adenosine A2A receptor antagonist 8-(3-chlorostyryl)caffeine (CSC) on L-DOPA-induced dopamine (DA) release in the striatum of intact and reserpine-treated rats. CSC given in a pharmacologically effective dose of 5 mg/kg
K A Jacobson et al.
FEBS letters, 323(1-2), 141-144 (1993-05-24)
An adenosine antagonist, 8-(3-chlorostyryl)caffeine (CSC), was shown previously to be 520-fold selective for A2a-adenosine receptors in radioligand binding assays in the rat brain. In reversing agonist effects on adenylate cyclase, CSC was 22-fold selective for A2a receptors in rat phenochromocytoma
K A Jacobson et al.
Journal of medicinal chemistry, 36(10), 1333-1342 (1993-05-14)
A series of substituted 8-styryl derivatives of 1,3,7-alkylxanthines was synthesized as potential A2-selective adenosine receptor antagonists, and the potency at rat brain A1- and A2-receptors was studied in radioligand binding experiments. At the xanthine 7-position, only small hydrophobic substituents were
Rangel L Silva et al.
Toxicology and applied pharmacology, 368, 63-71 (2019-02-24)
Cannabidiol (CBD) is a natural compound with psychoactive therapeutic properties well described. Conversely, the immunological effects of CBD are still poorly explored. In this study, the potential anti-inflammatory effects and underlying mechanisms of CBD and its analog Dimethyl-Heptyl-Cannabidiol (DMH-CBD) were
Eduardo P Amaral et al.
The Journal of infectious diseases, 219(6), 964-974 (2018-10-12)
Tuberculous pneumonia, necrotic granulomatous lesions, and bacterial dissemination characterize severe forms of mycobacterial infection. To evaluate the pulmonary CD4+ T-cell response during severe tuberculosis, C57BL/6 mice were infected with approximately 100 bacilli of 3 hypervirulent mycobacterial isolates (Mycobacterium tuberculosis strain
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