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B5681 Sigma-Aldrich

Bay 11-7085

≥98% (HPLC), solid

Synonym: (E)-3-(4-t-Butylphenylsulfonyl)-2-propenenitrile

  • CAS Number 196309-76-9

  • Empirical Formula (Hill Notation) C13H15NO2S

  • Molecular Weight 249.33

  •  MDL number MFCD01862602

  •  PubChem Substance ID 24278273

  •  NACRES NA.77

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Properties

Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white
solubility   DMSO: soluble >25 mg/mL
  H2O: insoluble
SMILES string   CC(C)(C)c1ccc(cc1)S(=O)(=O)\C=C\C#N
InChI   1S/C13H15NO2S/c1-13(2,3)11-5-7-12(8-6-11)17(15,16)10-4-9-14/h4-8,10H,1-3H3/b10-4+
InChI key   VHKZGNPOHPFPER-ONNFQVAWSA-N
Gene Information   human ... NFKB1(4790)

Description

Application

Bay 11-7085 has been used as:
•  nuclear factor-κB inhibitor in Panc-1 cells, macrophages
• inhibitory κB kinase IKK inhibitor in human astrocytoma cells U87MGs
•  phospho-p65 inhibitor human monocyte cell line THP-1

Packaging

10 mg in glass bottle

Biochem/physiol Actions

Bay 11-7085 inactivates peroxisome proliferator-activated receptors γ (PPAR-γ) and increases the microtubule-associated proteins 1A/1B light chain 3B (LC3B), a marker of autophagy resulting in apoptosis in human synovial fibroblasts. It promotes apoptosis in pancreatic carcinoma and may serve as radiotherapy-sensitizing drug. BAY 11-7085 decreases B-cell lymphoma 2 (Bcl-2) by inhibiting pI-κBα (inhibitor of nuclear factor κ B kinase subunit α

Inhibits NF-κB activated expression of ICAM-1, VCAM-1, E-selectin, IL-6 and IL-8.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

The Role of Inflammation in Neurodegeneration

It is well established that the brain can sense and react to peripheral insults through the rapid induction of fever and other neuroendocrine changes in response to events such as infection and tissu...
Scott Hauser, Technology Transfer Specialist, Sigma® Life Science
Biofiles, Vol. 8, No. 19
Keywords: Adhesion, Central Nervous System, Diseases, Gene expression, Inflammation, Neurodegenerative Diseases, Reductions

Peer-Reviewed Papers
15

References

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