Skip to Content
Merck
All Photos(1)

Key Documents

B5556

Sigma-Aldrich

Bay 11-7082

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H9NO2S
CAS Number:
Molecular Weight:
207.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Product Name

Bay 11-7082, ≥98% (HPLC), powder

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >20 mg/mL
H2O: insoluble

SMILES string

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

InChI key

DOEWDSDBFRHVAP-KRXBUXKQSA-N

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
  • 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
  • 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

Biochem/physiol Actions

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

P Luz-Crawford et al.
Annals of the rheumatic diseases, 75(12), 2166-2174 (2016-03-11)
To define how peroxisome proliferator-activated receptor (PPAR) β/δ expression level in mesenchymal stem cells (MSCs) could predict and direct both their immunosuppressive and therapeutic properties. PPARβ/δ interacts with factors such as nuclear factor-kappa B (NF-κB) and regulates the expression of
Busulfan and cyclosphamide induce liver inflammation through NLRP3 activation in mice after hematopoietic stem cell transplantation
Qiao J, et al.
Scientific reports, 5, 17828-17828 (2015)
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)
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
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service