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Merck

B5556

Sigma-Aldrich

Bay 11-7082

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H9NO2S
Número de CAS:
Peso molecular:
207.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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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

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Este artículo
B5681SML2817SML0607
Bay 11-7082 ≥98% (HPLC), powder

B5556

Bay 11-7082

Bay 11-7085 ≥98% (HPLC), solid

B5681

Bay 11-7085

BAY-1797 ≥98% (HPLC)

SML2817

BAY-1797

Ceranib-2 ≥98% (HPLC)

SML0607

Ceranib-2

form

powder

form

solid

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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    Visite la Librería de documentos

    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
    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)
    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)
    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
    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)

    Artículos

    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.

    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.

    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.

    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.

    Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

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