ChemicalBook--->CAS DataBase List--->196309-76-9

196309-76-9

196309-76-9 Structure

196309-76-9 Structure
IdentificationBack Directory
[Name]

BAY 11-7085
[CAS]

196309-76-9
[Synonyms]

CS-1876
BAY 117083
BAY 11-7085
BAY117085;BAY11-7085
BAY 11-7085 USP/EP/BP
BAY 11-7085;BAY-11-7085;BAY 11-7083
BAY 11-7085 - CAS 196309-76-9 - Calbiochem
(E)-3-(T-BUTYLPHENYLSULFONYL)-2-PROPENENITRILE
(E)-3-(4-tert-butylphenylsulfonyl)acrylonitrile
(E)3-[(4-T-BUTYLPHENYL)SULFONYL]-2-PROPENENITRILE
(E)-3-(4-tert-butylphenyl)sulfonylprop-2-enenitrile
(2E)-3-[[4-(1,1-DIMETHYLETHYL)PHENYL]SULFONYL]-2-PROPENENITRILE
2-Propenenitrile, 3-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-, (2E)-
BAY 117083 (2E)-3-[[4-(1,1-Dimethylethyl)phenyl]sulfonyl]-2-propenenitrile
(2E)-3-[[4-(1,1-Dimethylethyl)phenyl]sulfonyl]-2-propenenitrile BAY 11-7085
[Molecular Formula]

C13H15NO2S
[MDL Number]

MFCD01862602
[MOL File]

196309-76-9.mol
[Molecular Weight]

249.33
Chemical PropertiesBack Directory
[Melting point ]

80-82℃
[density ]

1.144
[Fp ]

200℃
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: >25 mg/mL, soluble
[form ]

solid
[color ]

white
[Sensitive ]

Light Sensitive
[InChIKey]

VHKZGNPOHPFPER-ONNFQVAWSA-N
[CAS DataBase Reference]

196309-76-9
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

UD1312500
[HS Code ]

29309090
Hazard InformationBack Directory
[Uses]

An irreversible inhibitor of cytokine-inducible IκBα phosphorylation (IC50=10 μM). In intact HUVECs it inhibits TNFα-induced phosphorylation and degradation of IκBα without affecting constitutive phosphorylation. Inhibition of IκBα phosphorylation and degradation results in the inactivation of NF-κB and NF-κB-dependent expression of endothelial-leukocyte adhesion molecules, E-selectin, VCAM-1 and ICAM-1. BAY 11-7085 displayed potent anti-inflammatory activity in the rat carrageenan paw edema assay and adjuvant arthritis model.
[Uses]

In the classical pathway of NF-κB activation, phosphorylation of the inhibitor of NF-κB (IκBα) releases the inhibitor from NF-κB, allowing IκBα degradation and NF-κB activation and nuclear import. BAY-11-7085 is an irreversible inhibitor of IκBα phosphorylation, preventing activation of NF-κB by cytokines and lipopolysaccharide (IC50 = 10 μM). It blocks gene expression that is regulated through the classical pathway of NF-κB activation and in this way blocks apoptosis, cell adhesion, and inflammation. BAY-11-7085 is also used to study IκBα actions that are independent of NF-κB signaling.
[Definition]

ChEBI: BAY11-7085 is a sulfone that is benzene substituted by [(E)-2-cyanoethenyl]sulfonyl and tert-butyl groups at position 1 and 4, respectively. It is an irreversible inhibitor of IkappaB-alpha phosphorylation in cells (IC50 = 10 muM) and prevents the activation of NF-kappaB. It has a role as an anti-inflammatory agent, a ferroptosis inducer, a NF-kappaB inhibitor, an apoptosis inducer, an autophagy inducer, an antibacterial agent, an EC 2.7.11.10 (IkappaB kinase) inhibitor and an antineoplastic agent. It is a nitrile, a sulfone and a member of benzenes.
[Biological Activity]

Irreversible inhibitor of TNF- α -stimulated I κ B α phosphorylation (IC 50 ~ 10 μ M); leads to decreased NF- κ B and subsequent decreased expression of adhesion molecules. Also reversibly activates MAP kinases and stimulates apoptosis. Anti-inflammatory in vivo .
[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
[storage]

Store at -20° C
[References]

[1]nasu k1, nishida m, ueda t, yuge a, takai n, narahara h. application of the nuclear factor-kappab inhibitor bay 11-7085 for the treatment of endometriosis: an in vitro study. am j physiol endocrinol metab. 2007 jul;293(1):e16-23
Spectrum DetailBack Directory
[Spectrum Detail]

BAY 11-7085(196309-76-9)1HNMR
196309-76-9 suppliers list
Company Name: ATK CHEMICAL COMPANY LIMITED
Tel: +undefined-21-51877795
Website: www.atkchemical.com
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 18871490254
Website: www.hubeijusheng.com
Company Name: career henan chemical co
Tel: +86-0371-86658258 +8613203830695 , +8613203830695
Website: www.coreychem.com
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354 +1-00000000000 , +1-00000000000
Website: https://www.targetmol.com/
Company Name: HANGZHOU CLAP TECHNOLOGY CO.,LTD
Tel: 86-571-88216897,88216896 13588875226 , 13588875226
Website: www.hzclap.com/en
Company Name: Dideu Industries Group Limited
Tel: +86-29-89586680 +86-15129568250 , +86-15129568250
Website: https://www.dideu.com
Company Name: InvivoChem
Tel: +1-708-310-1919 +1-13798911105 , +1-13798911105
Website: https://www.invivochem.com/
Company Name: Aladdin Scientific
Tel: +1-+1(833)-552-7181
Website: www.aladdinsci.com/
Company Name: Shanghai Boyle Chemical Co., Ltd.  
Tel:
Website: www.boylechem.com
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Tel: 821-50328103-801 18930552037
Website: https://www.chemicalbook.com/ShowSupplierProductsList13285/0.htm
Company Name: Chembest Research Laboratories Limited  
Tel: 021-20908456
Website: http://www.BioChemBest.com
Company Name: TCI (Shanghai) Development Co., Ltd.  
Tel: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: Tetranov Biopharm  
Tel: 13526569071
Website: http://www.leadmedpharm.com/index.html
Company Name: Dalian Meilun Biotech Co., Ltd.  
Tel: 0411-62910999 13889544652
Website: http://www.meilune.com/
Company Name: TOKYO CHEMICAL INDUSTRY CO., LTD.  
Tel: 03-36680489
Website: https://www.tcichemicals.com/ja/jp/index.html
Company Name: TCI Europe  
Tel: 320-37350700
Website: https://www.tcichemicals.com/de/de/index.html
Company Name: TCI AMERICA  
Tel: 800-4238616
Website: https://www.tcichemicals.com/en/us/index.html
Company Name: AdooQ BioScience, LLC   
Tel: +1 (866) 930-6790
Website: www.adooq.com
Tags:196309-76-9 Related Product Information
6754-13-8 89-57-6 862507-23-1 545380-34-5 379231-04-6 414864-00-9 755038-02-9 417716-92-8 496868-77-0 929016-96-6 1550008-55-3 5119-48-2 84573-16-0 189322-67-6 31298-54-1 189322-68-7