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MilliporeSigma

B5556

Bay 11-7082

≥98% (HPLC), powder, NF-kB/TNF-α inhibitor

Synonym(s):

(E)-3-(4-Methylphenylsulfonyl)-2-propenenitrile

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10 MG

$141.00

$141.00


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About This Item

Empirical Formula (Hill Notation):
C10H9NO2S
CAS Number:
Molecular Weight:
207.25
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:

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Product Name

Bay 11-7082, ≥98% (HPLC), powder

SMILES string

Cc1ccc(cc1)S(=O)(=O)\C=C\C#N

InChI key

DOEWDSDBFRHVAP-KRXBUXKQSA-N

InChI

1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >20 mg/mL
H2O: insoluble

Quality Level

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This Item
B5681SML2817SML0607
form

powder

form

solid

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: >20 mg/mL, H2O: insoluble

solubility

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

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

color

white

color

white

color

white to beige

color

white to beige

Application

Bay 11-7082 has been used as:
  • a nuclear factor-kappa B (NF-kB) inhibitor to verify the action of the NF-kB signaling pathway in the production of interleukin (IL)-8[1]
  • a nuclear factor-kappa B (NF-kB) inhibitor to study the role of NF-kB activation in Mycoplasma hyorhinis -induced epithelial-mesenchymal transition (EMT) and cell migration[2]
  • a nod-like receptor family pyrin domain containing 3 (NLRP3) selective inhibitor to examine its effects on liver inflammation in mice after hematopoietic stem cell transplantation[3]

Biochem/physiol Actions

Bay 11-7082 acts as a selective inhibitor for nod-like receptor family pyrin domain containing 3 (NLRP3) inflammasome pathway.[4] In addition, to the inhibition of nuclear factor-kappa B (NF-kB), Bay 11-7082 also triggers apoptosis in anucleated erythrocytes[5], human T-cell leukemia virus type I (HTLV-I)-infected T-cell lines and primary adult T-cell leukemia cells.[6]
Bay 11-7082 is an inhibitor of cytokine-induced IκB-α phosphorylation.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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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Bay 11-7082 inhibits transcription factor NF-kappaB and induces apoptosis of HTLV-I-infected T-cell lines and primary adult T-cell leukemia cells
Mori N, et al.
Blood, 100(5), 1828-1834 (2002)
Anti-inflammatory compounds parthenolide and Bay 11-7082 are direct inhibitors of the inflammasome
Juliana C, et al.
The Journal of Biological Chemistry, 285(13), 9792-9802 (2010)
Guoping Cheng et al.
OncoTargets and therapy, 9, 7563-7571 (2016-12-23)
α-Catenin is an important molecule involved in the maintenance of cell-cell adhesion and a prognostic marker in cancer since its expression is essential for preventing cancer metastasis. However, the mechanism that leads to the downregulation of α-catenin in cancer progression
Mycoplasma hyorhinis induces epithelial-mesenchymal transition in gastric cancer cell MGC803 via TLR4-NF-kappaB signaling
Duan H, et al.
Cancer Letters, 354(2), 447-454 (2014)
The NFkB pathway inhibitors Bay 11-7082 and parthenolide induce programmed cell death in anucleated Erythrocytes
Ghashghaeinia, et al.
Cellular Physiology and Biochemistry, 27(1), 45-54 (2011)

Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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