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BAY 11-7082

BAY 11-7082
BAY 11-7082 structure
CAS No.
19542-67-7
Chemical Name:
BAY 11-7082
Synonyms
BAY 11-7082;BAY 11-7821;BAY 11-7082, >=98%;BAY11-7082/BAY117082;BAY11-7082,BAY 117821;(E)-3-tosylacrylonitrile;Bay 11-7821(BAY 11-7082);(E)-3-(p-Toluenesulfonyl)acrylonitrile;(E)-3-(p-tolylsulfonyl)prop-2-enenitrile;BAY 11-7082 - CAS 19542-67-7 - Calbiochem
CBNumber:
CB9733804
Molecular Formula:
C10H9NO2S
Formula Weight:
207.25
MOL File:
19542-67-7.mol

BAY 11-7082 Properties

Melting point:
133-135℃
storage temp. 
Store at +4°C
solubility 
DMSO: 25 mg/mL, soluble
form 
solid
color 
white

SAFETY

WGK Germany  3
RTECS  UD1430000

BAY 11-7082 price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 196870 BAY 11-7082 19542-67-7 10mg $86 2018-11-20 Buy
Sigma-Aldrich B5556 Bay 11-7082 ≥98% (HPLC), powder 19542-67-7 10mg $97.3 2018-11-13 Buy
TCI Chemical T2846 BAY 11-7082 >98.0%(HPLC)(N) 19542-67-7 100mg $130 2018-11-22 Buy
TCI Chemical T2846 BAY 11-7082 >98.0%(HPLC)(N) 19542-67-7 1g $777 2018-11-22 Buy
Cayman Chemical 10010266 BAY 11-7082 ≥98% 19542-67-7 5mg $39 2018-11-19 Buy

BAY 11-7082 Chemical Properties,Uses,Production

Definition

ChEBI: A nitrile that is acrylonitrile in which the hydrogen located beta,trans to the cyano group is replaced by a tosyl group. It is an inhibitor of cytokine-induced IkappaB-alpha phosphorylation i cells.

Biological Activity

Irreversible inhibitor of TNF- α -stimulated I κ B α phosphorylation (IC 50 ~ 10 μ M); leads to decreased NF- κ B and subsequent decreased expression of adhesion molecules. Also reversibly activates MAP kinases and stimulates apoptosis.

Enzyme inhibitor

This protein kinase inhibitor (FW = 207.31 g/mol; CAS 19542-67-7; lmax = 251 nm), also named 3-[(4-methylphenyl)sulfonyl]-(2E)-propenenitrile, targets NF-κB activation, selectively and irreversibly blocking TNF-α- induced phosphorylation of IκB-α without affecting phosphorylation of constitutive IκB-α. Mechanism of Inhibitory Action: NF-κB transcription factor regulates expression of inflammatory cytokines, various chemokines and immunoreceptors, as well as cell adhesion molecules. When stationed within the cytoplasm, NF-κB is kept inactive through its binding to the inhibitory factor IκB; however, certain stimuli result in IκB phosphorylation and ubiquitin-mediated degradation, freeing NF-κB for translocation to the nucleus. In endothelial cells, IκB-α phosphorylation and degradation occur within 15 min of TNFα treatment, allowing NF-κB to translocate to the nucleus to activate gene expression. Treatment of humnan vascular endothelial cells (HUVEC) with TNFα results in rapid loss of IκB-α from the cytoplasm. BAY11-7082 stabilizes IκB-α in a dose-dependent manner (IC50 ≈ 10 μM). There is a clear correlation between the concentration of drug that stabilizes IκB-α, the concentration that inhibits nuclear levels of NF-κB, and the concentration that inhibits adhesion molecule expression. More recent studies demonstrate that BAY 11- 7082 prevents ubiquitin conjugation to Ubc13 and UbcH7 by forming a covalent adduct with their cysteine residues via Michael addition at the C-3 atom of BAY 11-7082, followed by the release of 4-methylbenzenesulfinate. BAY 11-7082 stimulated Lys48-linked polyubiquitin chain formation in cells and protected Hypoxia-Inducible Factor-1α (HIF1α) from proteasomal degradation, suggesting it inhibits the proteasome. These results indicate that the anti-inflammatory effects of BAY 11-7082, its ability to induce B-cell lymphoma and leukemic T-cell death and to prevent the recruitment of proteins to sites of DNA damage are exerted via inhibition of components of the ubiquitin system– not by inhibiting NF-κB. BAY11-7082 also inhibits proliferation and promotes apoptosis in breast carcinoma MCF-7 cells by inhibiting phosphorylation of ATP citrate lyase.

BAY 11-7082 Preparation Products And Raw materials

Raw materials

Preparation Products


BAY 11-7082 Suppliers

Global( 93)Suppliers
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19542-67-7(BAY 11-7082)Related Search:


  • Bay 11-7821(BAY 11-7082)
  • BAY 11-7082 - CAS 19542-67-7 - Calbiochem
  • (2E)-3-[(4-METHYLPHENYL)SULFONYL]-2-PROPENENITRILE
  • (E)-3-tosylacrylonitrile
  • (E)-3-(p-Toluenesulfonyl)acrylonitrile
  • BAY11-7082/BAY117082
  • BAY11-7082,BAY 117821
  • BAY11-7082 (E)-3-(p-Toluenesulfonyl)acrylonitrile
  • 2-Propenenitrile, 3-[(4-methylphenyl)sulfonyl]-, (2E)-
  • Bay 11-7821 (2E)-3-[(4-Methylphenyl)sulfonyl]-2-propenenitrile
  • BAY 11-7082, >=98%
  • (E)-3-(p-tolylsulfonyl)prop-2-enenitrile
  • (e)-3-(4-methylphenyl)sulfonylprop-2-enenitrile
  • BAY 11-7082
  • BAY 11-7821
  • (E)-3-(4-METHYLPHENYLSULFONYL)-2-PROPENENITRILE
  • 19542-67-7
  • Gene Regulation
  • Gene Regulation and Expression
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Cytokine signaling
  • NF-kB
  • Inhibitors
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