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| 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 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 | InChIKey | VHKZGNPOHPFPER-ONNFQVAWSA-N | CAS DataBase Reference | 196309-76-9 |
WGK Germany | 3 | RTECS | UD1312500 | HS Code | 29309090 |
| BAY 11-7085 Usage And Synthesis |
Uses | In 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. | Uses | Bay 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
| Definition | ChEBI: 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 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. Anti-inflammatory in vivo . | Biochem/physiol Actions | Bay 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 | storage | Store 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 |
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