BAY 11-7085

BAY 11-7085 Basic information
Product Name:BAY 11-7085
Synonyms:BAY 117083 (2E)-3-[[4-(1,1-Dimethylethyl)phenyl]sulfonyl]-2-propenenitrile;(2E)-3-[[4-(1,1-DIMETHYLETHYL)PHENYL]SULFONYL]-2-PROPENENITRILE;BAY 11-7085 - CAS 196309-76-9 - Calbiochem;CS-1876;BAY117085;BAY11-7085;BAY 11-7085;BAY-11-7085;BAY 11-7083;(E)-3-(T-BUTYLPHENYLSULFONYL)-2-PROPENENITRILE;(E)3-[(4-T-BUTYLPHENYL)SULFONYL]-2-PROPENENITRILE
CAS:196309-76-9
MF:C13H15NO2S
MW:249.33
EINECS:
Product Categories:Inhibitors;Cytokine signaling
Mol File:196309-76-9.mol
BAY 11-7085 Structure
BAY 11-7085 Chemical Properties
Melting point 80-82℃
Boiling point 407.1±45.0 °C(Predicted)
density 1.144
Fp 200℃
storage temp. Sealed in dry,Room Temperature
solubility DMSO: >25 mg/mL, soluble
form solid
color white
Sensitive Light Sensitive
InChIKeyVHKZGNPOHPFPER-ONNFQVAWSA-N
CAS DataBase Reference196309-76-9
Safety Information
WGK Germany 3
RTECS UD1312500
HS Code 29309090
MSDS Information
ProviderLanguage
SigmaAldrich English
BAY 11-7085 Usage And Synthesis
UsesIn the classical pathway of NF-κB activation, phosphorylation of the inhibitor of NF-κB (IκBα) releases the inhibitor from NF-κB, allowing IκBα degradation and NF-κB activation and nuclear import. BAY-11-7085 is an irreversible inhibitor of IκBα phosphorylation, preventing activation of NF-κB by cytokines and lipopolysaccharide (IC50 = 10 μM). It blocks gene expression that is regulated through the classical pathway of NF-κB activation and in this way blocks apoptosis, cell adhesion, and inflammation. BAY-11-7085 is also used to study IκBα actions that are independent of NF-κB signaling.
UsesBay 11-7085 has been used as:
  • nuclear factor-κB inhibitor in Panc-1 cells, macrophages
  • inhibitory κB kinase IKK inhibitor in human astrocytoma cells U87MGs
  • phospho-p65 inhibitor human monocyte cell line THP-1

DefinitionChEBI: BAY11-7085 is a sulfone that is benzene substituted by [(E)-2-cyanoethenyl]sulfonyl and tert-butyl groups at position 1 and 4, respectively. It is an irreversible inhibitor of IkappaB-alpha phosphorylation in cells (IC50 = 10 muM) and prevents the activation of NF-kappaB. It has a role as an anti-inflammatory agent, a ferroptosis inducer, a NF-kappaB inhibitor, an apoptosis inducer, an autophagy inducer, an antibacterial agent, an EC 2.7.11.10 (IkappaB kinase) inhibitor and an antineoplastic agent. It is a nitrile, a sulfone and a member of benzenes.
Biological ActivityIrreversible 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. Anti-inflammatory in vivo .
Biochem/physiol ActionsBay 11-7085 inactivates peroxisome proliferator-activated receptors γ (PPAR-γ) and increases the microtubule-associated proteins 1A/1B light chain 3B (LC3B), a marker of autophagy resulting in apoptosis in human synovial fibroblasts. It promotes apoptosis in pancreatic carcinoma and may serve as radiotherapy-sensitizing drug. BAY 11-7085 decreases B-cell lymphoma 2 (Bcl-2) by inhibiting pI-κBα (inhibitor of nuclear factor κ B kinase subunit α
storageStore at +4°C
references[1]nasu k1, nishida m, ueda t, yuge a, takai n, narahara h. application of the nuclear factor-kappab inhibitor bay 11-7085 for the treatment of endometriosis: an in vitro study. am j physiol endocrinol metab. 2007 jul;293(1):e16-23
BAY 11-7085 Preparation Products And Raw materials
ML264 Lenvatinib 5-Aminosalicylic acid HELENALIN Rocaglamide I BI 2536 Pracinostat Belinostat (PXD101) (2E)-3-(4'-Hydroxy-3'-tricyclo[3.3.1.13,7]dec-1-yl[1,1'-biphenyl]-4-yl)-2-propenoic acid panepoxydone Saracatinib 3'-Hydroxyrocaglamide QNZ (EVP4593) ROCAGLAMIDE LY2228820 WITHAFERIN A BAY 11-7082 BAY 11-7085

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