ChemicalBook > CAS DataBase List > BAY 60-6583

BAY 60-6583

Product Name
BAY 60-6583
CAS No.
910487-58-0
Chemical Name
BAY 60-6583
Synonyms
BAY 60-6583;CAS:910487-58-0;BAY 606583,BAY 60 6583;BAY 60-6583, 10 mM in DMSO;2-((6-Amino-3,5-dicyano-4-(4-(cyclopropylmethoxy)phenyl)pyridin-2-yl)thio)acetamide;2-[[6-Amino-3,5-dicyano-4-[4-(cyclopropylmethoxy)phenyl]-2-pyridinyl]thio]-acetamide;Acetamide, 2-[[6-amino-3,5-dicyano-4-[4-(cyclopropylmethoxy)phenyl]-2-pyridinyl]thio]-;2-((6-Amino-3,5-dicyano-4-(4-(cyclopropylmethoxy)phenyl)pyridin-2-yl)thio)acetamide , BAY 60-6583
CBNumber
CB92695645
Molecular Formula
C19H17N5O2S
Formula Weight
379.44
MOL File
910487-58-0.mol
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BAY 60-6583 Property

Boiling point:
684.8±55.0 °C(Predicted)
Density 
1.43±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO
form 
powder
pka
14.98±0.40(Predicted)
color 
white to beige
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1958
Product name
BAY 60-6583
Purity
≥98% (HPLC)
Packaging
5mg
Price
$102.6
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1958
Product name
BAY 60-6583
Purity
≥98% (HPLC)
Packaging
25mg
Price
$436
Updated
2025/07/31
Cayman Chemical
Product number
17127
Product name
BAY 60-6583
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
17127
Product name
BAY 60-6583
Purity
≥98%
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
17127
Product name
BAY 60-6583
Purity
≥98%
Packaging
10mg
Price
$153
Updated
2024/03/01
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BAY 60-6583 Chemical Properties,Usage,Production

Uses

BAY 60-6583 is a potent and selective adenosine A2B receptor agonist. BAY 60-6583 shows protective effects against ischemia in both the heart and kidney in animal models. BAY 60-6583 is also a useful therapeutic drug in the treatment of acute lung injury.

Definition

ChEBI: A member of the class of cyanopyridines that is 6-amino-3,5-dicyano-4-(4-hydroxyphenyl)-2-sulfanylpyridine in which the hydroxy and sulfanyl hydrogens are replaced by cyclopropylmethyl and carboxamidomethyl groups respectively.

Biological Activity

bay 60-6583 is a selective and potent agonist of adenosine a2b receptor with ec50 value of 3 nm [1].the adenosine a2b receptor is a g-protein coupled adenosine receptor and is activated by high concentrations adenosine. the adenosine a2b receptor plays an important role in anti-inflammatory response and pre/postconditioning cardioprotective [1].bay 60-6583 is a potent adenosine a2b receptor agonist. in cho cells, bay 60-6583 showed ec50 values of >10000, >10000 and 3 nm respectively for recombinant human a1, a2a and a2b ars [1]. in beas-2b human airway epithelial cells transfected with glucocorticoid response element (gre) reporter and camp-response element (cre), bay 60-6583 increased gre- and cre-dependent transcription mediated by adenosine a2b receptor that was associated with camp formation. also, bay 60-6583 increased the expression of cd200, crispld2 and socs3, which suppressed the release of proinflammatory mediator [2]. in macrophages derived from arterial injury mice, bay 60-6583 increased the expression of a2bar, which then inhibited the released of tumor necrosis factor ɑ (tnf-ɑ) that promoting inflammatory response [3].in a myocardial ischaemic injury rabbit model, bay 60-6583 (100 mcg/kg) reduced the infarction area [1].

in vivo

BAY 60-6583 (intravenous injection; 100 mcg/kg) reduces the infarction area just prior to reperfusion in ischaemic rabbit hearts[1]. BAY 60-6583 (intraperitoneal injection; 2 mg/kg) attenuates LPS-induced lung injury, pre-treatment with this compound can significantly decrease LPS-increased IL-6 levels in WT-mice, In contrast, BAY 60-6583 treatment is ineffective in abrogating these inflammatory parameters in A2BAR mice[2]. BAY 60-6583 (intratumoral administration) causes a significant increase in tumor-infiltrating MDSCs, it does not affect neither their ability to suppress T-cell proliferation nor their degree of maturation, it also stimulates the production of IL-10 and CCL2 in the tumor tissue[5].

Animal Model:?A2BAR?/? ?mice on a C57BL/6J mice[1]
Dosage:2 mg/kg
Administration:Intraperitoneal?injection; 2 mg/kg
Result:Demonstrated attenuation of lung inflammation and pulmonary edema in wild-type but not in gene-targeted mice for the A2BAR.

storage

Store at +4°C

References

[1]. baraldi pg, tabrizi ma, fruttarolo f, et al. recent improvements in the development of a(2b) adenosine receptor agonists. purinergic signal, 2008, 4(4): 287-303.
[2]. greer s, page cw, joshi t, et al. concurrent agonism of adenosine a2b and glucocorticoid receptors in human airway epithelial cells cooperatively induces genes with anti-inflammatory potential: a novel approach to treat chronic obstructive pulmonary disease. j pharmacol exp ther, 2013, 346(3): 473-485.
[3]. chen h, yang d, carroll sh, et al. activation of the macrophage a2b adenosine receptor regulates tumor necrosis factor-alpha levels following vascular injury. exp hematol, 2009, 37(5): 533-538.

BAY 60-6583 Preparation Products And Raw materials

Raw materials

Preparation Products

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BAY 60-6583 Suppliers

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910487-58-0, BAY 60-6583Related Search:


  • BAY 60-6583
  • 2-[[6-Amino-3,5-dicyano-4-[4-(cyclopropylmethoxy)phenyl]-2-pyridinyl]thio]-acetamide
  • Acetamide, 2-[[6-amino-3,5-dicyano-4-[4-(cyclopropylmethoxy)phenyl]-2-pyridinyl]thio]-
  • BAY 606583,BAY 60 6583
  • 2-((6-Amino-3,5-dicyano-4-(4-(cyclopropylmethoxy)phenyl)pyridin-2-yl)thio)acetamide
  • 2-((6-Amino-3,5-dicyano-4-(4-(cyclopropylmethoxy)phenyl)pyridin-2-yl)thio)acetamide , BAY 60-6583
  • BAY 60-6583, 10 mM in DMSO
  • CAS:910487-58-0
  • 910487-58-0
  • Aromatics, Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals