BAY 60-6583

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Cat.No. 4472 - BAY 60-6583 | C19H17N5O2S | CAS No. 910487-58-0
Description: Potent A2B agonist; cardioprotective
Chemical Name: 2-[[6-Amino-3,5-dicyano-4-[4-(cyclopropylmethoxy)phenyl]-2-pyridinyl]thio]-acetamide
Purity: ≥98% (HPLC)
Citations (11)
Literature (4)

Biological Activity

Potent adenosine A2B receptor agonist (EC50 = 2.83 nM for murine A2B receptor). Displays selectivity for A2B over A1, A2A and A3 receptors. Decreases fMLP-induced superoxide production in neutrophils at low concentrations (1-10 nM). Cardioprotective; attenuates infarct size in a mouse model of myocardial ischemia. Exhibits ERK1/2-biased agonism.

Compound Libraries

BAY 60-6583 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 379.44
Formula C19H17N5O2S
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 910487-58-0
PubChem ID 11717831
Smiles NC1=NC(SCC(N)=O)=C(C#N)C(C2=CC=C(OCC3CC3)C=C2)=C1C#N

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 37.94 100

Preparing Stock Solutions

The following data is based on the product molecular weight 379.44. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

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Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.64 mL 13.18 mL 26.35 mL
5 mM 0.53 mL 2.64 mL 5.27 mL
10 mM 0.26 mL 1.32 mL 2.64 mL
50 mM 0.05 mL 0.26 mL 0.53 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References are publications that support the biological activity of the product.

Eckle et al (2007) Cardioprotection by ecto-5'-nucleotidase (CD73) and A2B adenosine receptors. Circulation 115 1581 PMID: 17353435

van der Hoeven et al (2011) A role for the low-affinity A2B adenosine receptor in regulating superoxide generation by murine neutrophils. J.Pharmacol.Exp.Ther. 338 1004 PMID: 21693629

Auchampach et al (2009) Characterization of the A2B adenosine receptor from mouse, rabbit, and dog. J.Pharmacol.Exp.Ther. 329 2 PMID: 19141710

Gao et al (2014) Probing biased/partial agonism at the G protein-coupled A2B adenosine receptor. Biochem. Pharmacol. 90 297 PMID: 24853985

If you know of a relevant reference for BAY 60-6583, please let us know.

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Keywords: BAY 60-6583, BAY 60-6583 supplier, BAY60-6583, adenosine, A2B, receptor, agonists, potent, cAMP, cardioprotective, ischemia, superoxide, neutrophils, ERK1/2, biased, agonism, Adenosine, Receptors, 4472, Tocris Bioscience

11 Citations for BAY 60-6583

Citations are publications that use Tocris products. Selected citations for BAY 60-6583 include:

Jain et al (2018) Melanotan II causes hypothermia in mice by activation of mast cells and stimulation of histamine 1 receptors. Am J Physiol Endocrinol Metab 315 E357 PMID: 29812984

Merighi (2016) A2B adenosine receptors stimulate IL-6 production in primary murine microglia through p38 MAPKkinase pathway. Pharmacological Res 117 9 PMID: 27974241

Shih et al (2019) Dysregulation of ectonucleotidase-mediated extracellular adenosine during postmenopausal bone loss. Sci Adv 5 eaax1387 PMID: 31457100

Nuccio et al (2019) Adenosine A2A receptor stimulation restores cell functions and differentiation in Niemann-Pick type C-like oligodendrocytes. Sci Rep 9 9782 PMID: 31278313

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Literature in this Area

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