| Identification | Back Directory | [Name]
BAY 11-7085 | [CAS]
196309-76-9 | [Synonyms]
CS-1876
BAY 117083
BAY 11-7085
BAY117085;BAY11-7085
BAY 11-7085 USP/EP/BP
BAY 11-7085;BAY-11-7085;BAY 11-7083
BAY 11-7085 - CAS 196309-76-9 - Calbiochem
(E)-3-(T-BUTYLPHENYLSULFONYL)-2-PROPENENITRILE
(E)-3-(4-tert-butylphenylsulfonyl)acrylonitrile
(E)3-[(4-T-BUTYLPHENYL)SULFONYL]-2-PROPENENITRILE
(E)-3-(4-tert-butylphenyl)sulfonylprop-2-enenitrile
(2E)-3-[[4-(1,1-DIMETHYLETHYL)PHENYL]SULFONYL]-2-PROPENENITRILE
2-Propenenitrile, 3-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-, (2E)-
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 | [Molecular Formula]
C13H15NO2S | [MDL Number]
MFCD01862602 | [MOL File]
196309-76-9.mol | [Molecular Weight]
249.33 |
| Chemical Properties | Back Directory | [Melting point ]
80-82℃ | [Boiling point ]
407.1±45.0 °C(Predicted) | [density ]
1.144 | [Fp ]
200℃ | [storage temp. ]
Store at +4°C | [solubility ]
DMSO: >25 mg/mL, soluble
| [form ]
solid
| [color ]
white
| [Sensitive ]
Light Sensitive | [InChIKey]
VHKZGNPOHPFPER-ONNFQVAWSA-N | [CAS DataBase Reference]
196309-76-9 |
| Hazard Information | Back Directory | [Uses]
An irreversible inhibitor of cytokine-inducible IκBα phosphorylation (IC50=10 μM). In intact HUVECs it inhibits TNFα-induced phosphorylation and degradation of IκBα without affecting constitutive phosphorylation. Inhibition of IκBα phosphorylation and degradation results in the inactivation of NF-κB and NF-κB-dependent expression of endothelial-leukocyte adhesion molecules, E-selectin, VCAM-1 and ICAM-1. BAY 11-7085 displayed potent anti-inflammatory activity in the rat carrageenan paw edema assay and adjuvant arthritis model. | [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. | [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 -20° 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 |
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