B5681

Bay 11-7085

≥98% (HPLC), solid

• Synonym(s): (E)-3-(4-t-Butylphenylsulfonyl)-2-propenenitrile
• Empirical Formula (Hill Notation): C₁₃H₁₅NO₂S
• CAS Number: 196309-76-9
• Molecular Weight: 249.33
• MDL number: MFCD01862602
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278273
• NACRES: NA.77

Properties

• 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[1], macrophages[2]
• inhibitory κB kinase IKK inhibitor in human astrocytoma cells U87MGs[3]
• phospho-p65 inhibitor human monocyte cell line THP-1[4]

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.[5] It promotes apoptosis in pancreatic carcinoma and may serve as radiotherapy-sensitizing drug.[6] BAY 11-7085 decreases B-cell lymphoma 2 (Bcl-2) by inhibiting pI-κBα (inhibitor of nuclear factor κ B kinase subunit α[7]

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

Safety Information

• 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)