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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality Segment
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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