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AB120442

8-(3-Chlorostyryl)caffeine,A2A receptor拮抗剂. MAO-B抑制剂.

8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor.

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MW 330.77 Da, Purity >98%. Selective A2A receptor antagonist and MAO-B (monoamine oxidase B) inhibitor (Ki values are 54 and 100 nM, respectively). Affords strong neuroprotection against 6-OHDA-induced neurotoxicity *in vitro* and is neuroprotective in Parkinson's disease models.

查看别名

A1AR, A1R, A2AAR, A2aR, AA1R_HUMAN, AA2AR_HUMAN, AA2BR_HUMAN, ADENO, ADORA 1, ADORA 2, ADORA2A, AHR_HUMAN, Adenosine A2 receptor, Adenosine A2a receptor, Adenosine receptor A1, Adenosine receptor A2a, Adenosine receptor A2b, Adenosine receptor subtype A2a, Ah receptor, Amine oxidase (flavin containing), Amine oxidase (flavin containing) A, Amine oxidase (flavin containing) B, Aromatic hydrocarbon receptor, Aryl hydrocarbon receptor, Aryl hydrocarbon receptor precursor, Class E basic helix-loop-helix protein 76, Eag-related protein 1, Ether a go go related potassium channel protein, Ether-a-go-go-related gene potassium channel 1, Ether-a-go-go-related protein 1, H-ERG, HGNC:264, HGNC:348, KCNH2_HUMAN, Kv11.1, LQT 2, MAO, MAO-A, MAO-B, Monoamine oxidase, Monoamine oxidase A, Monoamine oxidase B, Monoamine oxidase type A, Monoamine oxidase type B, Netrin 1 receptor, Potassium channel HERG, Potassium voltage gated channel subfamily H (eag related) member 2, Potassium voltage-gated channel subfamily H member 2, RDC 7, RDC 8, Ri, SQT1, Voltage gated potassium channel, subfamily H, member 2, Voltage-gated potassium channel subunit Kv11.1, adora 2b, bHLHe76, eag homolog, hA2aR, hERG-1

1 Images
Chemical Structure - 8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor. (AB120442)
  • Chemical Structure

Lab

Chemical Structure - 8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor. (AB120442)

2D chemical structure image of ab120442, 8-(3-Chlorostyryl)caffeine, A2A receptor antagonist. MAO-B inhibitor.

关键信息

CAS 号

147700-11-6

纯度

>98%

形式

Solid

form

分子量

330.77 Da

分子式

C<sub>1</sub><sub>6</sub>H<sub>1</sub><sub>5</sub>ClN<sub>4</sub>O<sub>2</sub>

PubChem

5353365

属性

Synthetic

溶解度

Soluble in DMSO to 25 mM (with heating)

生化试剂名称

8-(3-Chlorostyryl)caffeine

生物学描述

Selective A2A receptor antagonist and MAO-B (monoamine oxidase B) inhibitor (Ki values are 54 and 100 nM, respectively). Affords strong neuroprotection against 6-OHDA-induced neurotoxicity *in vitro* and is neuroprotective in Parkinson's disease models.

经典 SMILES

CN1C(=NC2=C1C(=O)N(C(=O)N2C)C)C=CC3=CC(=CC=C3)Cl

同分异构的 SMILES

CN1C(=NC2=C1C(=O)N(C(=O)N2C)C)/C=C/C3=CC(=CC=C3)Cl

InChi

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+

InChiKey

WBWFIUAVMCNYPG-BQYQJAHWSA-N

IUPAC 名

8-[(E)-2-(3-chlorophenyl)ethenyl]-1,3,7-trimethylpurine-2,6-dione

性能和储存信息

运输条件
Ambient - Can Ship with Ice
推荐的短期储存条件
-20°C
推荐的长期储存条件
-20°C
储存信息
It is important to note that this product is reported to be light sensitive|Store in the dark|Store under desiccating conditions

Need more advice on solubility, usage and handling? Please visit our our product support page for more details.

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Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

补充信息

This supplementary information is collated from multiple sources and compiled automatically.

The Adenosine Receptor family includes the Adenosine A1 A2a and A2b receptors as well as the Aryl hydrocarbon Receptor and Monoamine oxidase A and B. The Adenosine A1 Receptor known for interactions with caffeine is predominantly expressed in the brain and has a molecular mass of approximately 37 kDa. The Aryl hydrocarbon Receptor involved in the body's response to environmental toxins shows wide expression across several tissues. Adenosine Receptors like A2a and A2b are found in the cardiovascular system and help regulate heart rate and coronary blood flow. Monoamine oxidases A and B present in the outer mitochondrial membrane are involved in the catabolism of neurotransmitters.
Biological function summary

These receptors and enzymes play roles in signal transduction and neurotransmitter regulation. Adenosine receptors including A2a contribute to vasodilation and anti-inflammatory effects often interacting with caffeine as an antagonist. The Aryl hydrocarbon Receptor mediates cellular responses to external stimuli while Monoamine oxidases degrade neurotransmitters affecting mood and neural activity. These proteins do not always form complexes but interact with various ligands impacting downstream effects.

Pathways

The Adenosine Receptors are integrated into the cAMP signaling pathway influencing heart rate and platelet aggregation. The Aryl hydrocarbon Receptor links to the xenobiotic metabolism pathway interacting with proteins involved in drug metabolism. Monoamine oxidases are part of the dopamine pathway and affect synaptic neurotransmitter levels interconnected with proteins like catechol-O-methyltransferase.

These biological targets connect to cardiovascular diseases and neurological disorders. Adenosine A2a Receptor antagonists show potential in treating Parkinson's disease by influencing neurotransmitter pathways similar to caffeine's action as a receptor antagonist. Monoamine oxidases relate to affective disorders with inhibitors being therapeutic for depression. Altered Aryl hydrocarbon Receptor activity links to cancer development due to its role in mediating xenobiotic metabolism and detoxification.

产品实验方案

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