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Merck
CN

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 level:
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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

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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Loss of nucleobindin-2 causes insulin resistance in obesity without impacting satiety or adiposity
Ravussin A, et al.
Testing, 24(5), 1085-1092 (2018)
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
The role of IKKbeta in Venezuelan equine encephalitis virus infection
Amaya M, et al.
Testing, 9(2), e86745-e86745 (2014)



Global Trade Item Number

SKUGTIN
B5681-10MG04061832823904