B5681
Bay 11-7085
≥98% (HPLC), solid
Synonym(s):
(E)-3-(4-t-Butylphenylsulfonyl)-2-propenenitrile
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About This Item
Empirical Formula (Hill Notation):
C13H15NO2S
CAS Number:
Molecular Weight:
249.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
solid
color
white
solubility
DMSO: soluble >25 mg/mL
H2O: insoluble
SMILES string
CC(C)(C)c1ccc(cc1)S(=O)(=O)\C=C\C#N
InChI
1S/C13H15NO2S/c1-13(2,3)11-5-7-12(8-6-11)17(15,16)10-4-9-14/h4-8,10H,1-3H3/b10-4+
InChI key
VHKZGNPOHPFPER-ONNFQVAWSA-N
Gene Information
human ... NFKB1(4790)
Related Categories
Application
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
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
Inhibits NF-κB activated expression of ICAM-1, VCAM-1, E-selectin, IL-6 and IL-8.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Maturational differences in lung NF-kappaB activation and their role in tolerance to hyperoxia
Yang G, et al.
The Journal of Clinical Investigation, 114(5), 669-678 (2004)
Impact of Bay 11-7085 on radiosensitivity of pancreatic cancer cell line Sw1990
Shu C, et al.
International Journal of Clinical and Experimental Medicine, 9(6), 9322-9326 (2016)
BAY 11-7085 induces glucocorticoid receptor activation and autophagy that collaborate with apoptosis to induce human synovial fibroblast cell death
Relic B, et al.
Oncotarget, 7(17), 23370-23370 (2016)
Claudia Matteucci et al.
Cell death discovery, 6, 9-9 (2020-03-04)
Adult T cell leukemia/lymphoma (ATL) can be susceptible, at least transiently, to treatments with azidothymidine (AZT) plus IFNα and/or arsenic trioxide. However, the real role of AZT in this effect is still unclear. In fact, while reverse transcriptase (RT) inhibition
Qin Yan et al.
PLoS pathogens, 10(6), e1004149-e1004149 (2014-06-06)
Using A/J mice, which are susceptible to Staphylococcus aureus, we sought to identify genetic determinants of susceptibility to S. aureus, and evaluate their function with regard to S. aureus infection. One QTL region on chromosome 11 containing 422 genes was
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