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B5556

Sigma-Aldrich

Bay 11-7082

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2S
CAS Number:
19542-67-7
Molecular Weight:
207.25
MDL number:
MFCD00712162
UNSPSC Code:
12352200
PubChem Substance ID:
24891842
NACRES:
NA.77

product name

Bay 11-7082, ≥98% (HPLC), powder

Quality Level

100

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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 role of NF-kappa B signaling pathway in polyhexamethylene guanidine phosphate induced inflammatory response in mouse macrophage RAW264. 7 cells
Kim HR, et al.
Toxicology Letters, 233(2), 148-155 (2015)
Atul Kumar et al.
Scientific reports, 7(1), 9535-9535 (2017-08-27)
Chronic myeloid leukemia (CML) is characterized by abnormal proliferation of myeloid cells which when untreated leads to bone marrow failure. Imatinib mesylate (IM) is the first line of therapy for treatment of CML and results in remission in most cases.
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Discover Bioactive Small Molecules for Gene Regulation

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.

Discover Bioactive Small Molecules for Gene Regulation

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.

Discover Bioactive Small Molecules for Gene Regulation

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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