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)
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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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)
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)
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)
Neat1 regulates oxidized low-density lipoprotein-induced inflammation and lipid uptake in macrophages via paraspeckle formation
Huang-Fu N, et al.
Molecular Medicine Reports, 17(2), 3092-3098 (2018)
The role of IKKbeta in Venezuelan equine encephalitis virus infection
Amaya M, et al.
Testing, 9(2), e86745-e86745 (2014)
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