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MilliporeSigma

196870

Sigma-Aldrich

BAY 11-7082

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

Synonym(s):

BAY 11-7082, (E)3-[(4-Methylphenyl)sulfonyl]-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
NACRES:
NA.77

Key Documents

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Product Name

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.

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 200 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(c1ccc(cc1)C)\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

General description

Potential anti-inflammatory agent that selectively and irreversibly inhibits the TNF-α-inducible phosphorylation of IκBα (IC50 = 10 µM), resulting in a decreased expression of NF-κB and of adhesion molecules. Does not affect constitutive IκBα autophosphorylation. Inhibits TNF-α-induced surface expression of the endothelial-leukocyte cell adhesion molecules E-selectin, VCAM-1, and ICAM-1. A 100 mM (10 mg/483 µl) solution of BAY 11-7082 (Cat. No. 196871) in DMSO is also available is also available.
Potential anti-inflammatory agent. Selectively and irreversibly inhibits the TNFα-inducible phosphorylation of IκB-α (IC50 = 10 µM) without affecting the constitutive IκB-α phosphorylation. Decreases nuclear translocation of NFκB and inhibits TNFα-induced surface expression of the endothelial-leukocyte cell adhesion molecules E-selectin, VCAM-1, and ICAM-1. E-selectin inhibition was shown to be irreversible (IC50 ~10 µM). Also reversibly increased the activity of p38 kinase and JNK-1 and stimulated tyrosine phosphorylation of a 130-140 kDa protein.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
TNF-α-inducible phosphorylation of IκBα
Reversible: no
Target IC50: 10 µM inhibiting TNF-α-inducible phosphorylation of IκBα

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Kamthong PJ. and Wu, M-C. 2001. Biochem. J. 356.
Izban, K.F., et al. 2000. Hum. Pathol.31, 1482.
Pierce, J.W., et al. 1997. J. Biol. Chem. 272, 21096.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

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