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B5681

Sigma-Aldrich

Bay 11-7085

≥98% (HPLC), solid

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Synonym(s):
(E)-3-(4-t-Butylphenylsulfonyl)-2-propenenitrile
Empirical Formula (Hill Notation):
C13H15NO2S
CAS Number:
Molecular Weight:
249.33
MDL number:
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)

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B5556S5192196870
Bay 11-7085 ≥98% (HPLC), solid

B5681

Bay 11-7085

Bay 11-7082 ≥98% (HPLC), powder

B5556

Bay 11-7082

SB 222200 ≥98% (HPLC), solid

S5192

SB 222200

BAY 11-7082 The BAY 11-7082, also referenced under CAS 19542-67-7, controls the biological activity of TNF-α. This small molecule/inhibitor is primarily used for Inflammation/Immunology applications.

196870

BAY 11-7082

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

solubility

DMSO: soluble >25 mg/mL, H2O: insoluble

solubility

DMSO: >20 mg/mL, H2O: insoluble

solubility

DMSO: soluble ~28 mg/mL, H2O: insoluble

solubility

DMSO: 200 mg/mL

color

white

color

white

color

light yellow

color

off-white

Gene Information

human ... NFKB1(4790)

Gene Information

-

Gene Information

human ... TACR2(6865), TACR3(6870)

Gene Information

-

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
beta2 adrenergic-neurotrophin feedforward loop promotes pancreatic cancer
Renz BW, et al.
Cancer Cell, 33(1), 75-90 (2018)
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)
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)
The role of IKKbeta in Venezuelan equine encephalitis virus infection
Amaya M, et al.
Testing, 9(2), e86745-e86745 (2014)

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