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19542-67-7

BAY 11-7082

CAS: 19542-67-7

Molecular Formula: C10H9NO2S

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19542-67-7 - Names and Identifiers

Name BAY 11-7082
Synonyms 100824
CS-608
BAY 11-7821
BAY 11-7082
Bay 11-7821(BAY 11-7082)
(E)-3-(P-TOLUENESULFONYL)ACRYLONITRILE
(e)-3-(4-methylphenyl)sulfonylprop-2-enenitrile
(E)-3-(4-METHYLPHENYLSULFONYL)-2-PROPENENITRILE
CAS 19542-67-7

19542-67-7 - Physico-chemical Properties

Molecular FormulaC10H9NO2S
Molar Mass207.25
Density1.237±0.06 g/cm3(Predicted)
Melting Point133-135℃
Boling Point397.6±42.0 °C(Predicted)
Solubility DMSO: 25mg/mL, soluble
Appearancesolid
Colorwhite
Storage ConditionKeep in dark place,Inert atmosphere,2-8°C
StabilityStable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
SensitiveSensitive to heat, light and air
MDLMFCD00712162
Physical and Chemical PropertiesBioactive BAY 11-7082 (BAY 11-7821) is an NF-κB inhibitor that inhibits TNFα-induced phosphorylation of IκBα with an IC50 of 10 μM in tumor cells. BAY 11-7082 can inhibit the ubiquitin-specific protease USP7 and USP21, and the corresponding IC50 values are 0.19 μM and 0.96 μM respectively. BAY 11-7082 can induce apoptosis and S phase arrest in gastric cancer cells.
UseAn anti-inflammatory agent and NFκB inhibitor
In vitro studyBAY 11-7082 completely and specifically abolished NF-κB DNA binding, down-regulated NF-κB-induced cytokine IL-6, and induced apoptosis. BAY 11-7082 (< 8 μm) potently inhibited the intrinsic and TNFα-stimulated NF-κB luciferase activity in a dose-dependent manner. BAY 11-7082 (8 μm) strongly inhibited cell proliferation by NCI-H1703. Bay 11-7082 (5 μm) acts on the T cell line infected with HTLV-I, rapidly and effectively reduces the DNA binding capacity of NF-κB, and down-regulates the expression of anti-apoptotic gene Bcl-x(L), there was no effect on the other transcription factor AP-1 binding to DNA. Bay 11-7082 induced apoptosis in primary ATL cells more significantly than in normal peripheral blood mononuclear cells, and induced apoptosis in these cells was also associated with down-regulation of NF-κB activity. Bay 11-7082 (5 μm) selectively induced apoptosis in T cell lines infected with HTLV-I and down-regulated the expression of cyclin D1, cyclin D2, and Bcl-xL. BAY 11-7082 (100 μm) inhibited the nuclear translocation of p65 induced by NMDA, and also inhibited the enhancement of NF-κB binding induced by NMDA in the hippocampus of mice. The inhibition of NMDA toxicity by BAY 11-7082 occurred in the CA1 region of the hippocampus, 20 μm, which had a protective effect on 40% of the nerves, and 100 of the nerves were protected at 70% μm. Acting on adipose tissue, BAY 11-7082 at all concentrations in the experiment significantly inhibited the DNA binding activity of NF-κB p65, while acting on skeletal muscle, only 50 μm and 100 μm of BAY 11-7082 significantly inhibited NF-κB p65 DNA binding activity. BAY 11-7082 (100 μm) acts on human adipose tissue and skeletal muscle to reduce IKK-β protein. BAY 11-7082 (100 μm) significantly reduced the release of TNF-α from animal adipose tissue, while the release of IL-6 and IL-8 significantly inhibited all concentrations of BAY 11-7082 in the experiment. BAY 11-7082 (50 μm) significantly reduced the release of TNF-α, IL-6, and IL-8 in skeletal muscle. In addition, BAY 11-7082 was also found to inhibit the activity of E2-conjugating enzyme and E3 ligase enzyme, thereby inducing the death of B- and T-lymphoma cells.
In vivo study BAY 11-7082 (2.5 mg/kg and 5 mg/kg; intratumoral injection; twice-weekly for 21 days ) significantly suppresses tumor growth in a dose-dependent manner. Animal Model: Four-week-old male BALB/c nude mice with human gastric carcinoma cell lines HGC-27 Dosage: Low-dose (2.5 mg/kg body weight), high-dose (5 mg/kg body weight) Administration: Intratumoral injection; twice-weekly for 21 days Result: Suppressed tumor growth in a dose-dependent manner.

19542-67-7 - Risk and Safety

WGK Germany3
RTECSUD1430000

19542-67-7 - Upstream Downstream Industry

Raw MaterialsBenzenesulfonyl iodide, 4-methyl-
1-(bromomethylsulfonyl)-4-methyl-benzene
Tosylphenyl selenide
2,3-Dibromopropionitrile
4-Methylbenzenesulfonhydrazide
ETHYNYL P-TOLYL SULFONE
Tosyl chloride
Acetone cyanohydrin
POTASSIUM CYANIDE
Sodium p-toluenesulfinate
Chloroacetonitrile
Acrylonitrile

19542-67-7 - Introduction

BAY 11-7082 is an NF-κB inhibitor that inhibits TNFα-induced phosphorylation of IκBα with an IC50 of 10 μM. At the same time, it also has an inhibitory effect on the components of the ubiquitination system.
Last Update:2022-10-16 17:30:49

19542-67-7 - Introduction

BAY 11-7082 is an organic compound with the chemical formula C11H9NO2S, which structurally contains a benzene ring and an acrylonitrile group, as well as a sulfonyl group. It is a colorless to light yellow liquid that is volatile at room temperature.

BAY 11-7082 can be used as an intermediate for the synthesis of other organic compounds, such as nicotinamide compounds, oxamide compounds, and camphorol compounds. It has high activity and reaction selectivity in organic synthesis.

The method for preparing BAY 11-7082 is generally obtained by reacting benzenoyl chloride with benzenesulfonic acid imine under alkaline conditions. The specific preparation method can be optimized according to the experimental conditions and requirements.

Regarding safety information, because it is an organic compound, some common laboratory safety measures still apply. It is irritating and flammable and should be used with caution. Wear appropriate personal protective equipment during use and handling, and try to avoid contact with skin and eyes. It is also necessary to properly store and dispose of the waste of this compound, and to comply with relevant safety procedures and regulations. Before use, please read the chemical safety technical instructions (MSDS) carefully for more detailed and accurate safety information.
Last Update:2024-04-10 22:29:15

19542-67-7 - Security information

WGK Germany 3
RTECS number UD1430000
Last Update:2024-04-10 22:29:15

19542-67-7 - Nature

storage conditions Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO: 25 mg/mL, soluble
morphology solid
color white
Last Update:2024-04-09 19:04:55

19542-67-7 - Uses and synthesis methods

in vitro study

BAY 11-7082 completely and specifically abolished NF-& kappa;B DNA binding, down-regulation of NF-& kappa;B-induced cytokine IL-6, and induced apoptosis. BAY 11-7082 (< 8 μM) effectively inhibited the original and TNFα-stimulated NF-& kappa;B luciferase activity, which was dose-dependent. BAY 11-7082 (8 μM) strongly inhibited the proliferation of NCI-H1703 cells. Bay 11-7082 (5 μM) acts on T cell line infected with HTLV-I, rapidly and effectively reduces NF-& kappa; The DNA binding capacity of B and down-regulates the expression of anti-apoptosis gene Bcl-x(L), but has no effect on the binding of another transcription factor AP-1 to DNA. Bay 11-7082 induced apoptosis of primary ATL cells more significantly than that of normal peripheral blood mononuclear cells, and the induced apoptosis of these cells was also related to the down-regulation of NF-& kappa;B activity. Bay 11-7082 (5 μM) selectively induces apoptosis in T cell lines infected with HTLV-I and down-regulates the expression of cyclin D1, cyclin D2, and Bcl-xL. BAY 11-7082 (100 μM) acts on the hippocampal brain region of mice, inhibiting nuclear translocation of p65 caused by NMDA, and also inhibiting NF-& kappa induced by NMDA; Enhancement of B binding force. BAY 11-7082 inhibits NMDA toxicity in CA1 region of hippocampus. It has protective effect on 40% nerve at 20 μM and 70% nerve at 100 μM. On adipose tissue, all concentrations of BAY 11-7082 significantly inhibited NF-& kappa;B p65 DNA binding activity, while on skeletal muscle, only 50 μM and 100 μM BAY 11-7082 significantly inhibited NF-& kappa;B p65 DNA binding activity. BAY 11-7082 (100 μM) acts on human adipose tissue and skeletal muscle to reduce IKK-β protein. BAY 11-7082 (100 μM) significantly reduced the release of TNF-α from animal adipose tissue, while the release of IL-6 and IL-8 significantly inhibited all concentrations of BAY 11-7082 in the experiment. BAY 11-7082 (50 μM) acts on skeletal muscle, significantly reducing the release of TNF-α, IL-6, and IL-8. In addition, BAY 11-7082 was also found to inhibit the activities of E2-conjugating enzyme and E3 ligase enzyme, thereby inducing the death of B- lymphoma cells and T-lymphoma cells.

in vivo studies

BAY 11-7082 (2.5 mg/kg and 5 mg/kg; intratumoral injection; twice-weekly for 21 days ) significantly suppresses tumor growth in a dose-dependent manner.

Animal Model: Four-week-old male BALB/c nude mice with human gastric carcinoma cell lines HGC-27

Dosage: Low-dose (2.5 mg/kg body weight), high-dose (5 mg/kg body weight)

Administration: Intratumoral injection; twice-weekly for 21 days

Result: Suppressed tumor growth in a dose-dependent manner.

Last Update:2024-04-09 18:58:34
19542-67-7
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Shanghai Macklin Biochemical Co., Ltd
Featured ProductsSpot supply
Product Name: BAY 11-7082 Visit Supplier Webpage Request for quotation
CAS: 19542-67-7
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
WhatsApp: +86-18821248368
MedChemExpress (MCE)
Featured ProductsSpot supply
Product Name: BAY 11-7821 Visit Supplier Webpage Request for quotation
CAS: 19542-67-7
Tel: 609-228-6898
Email: sales@medchemexpress.com
     tech@medchemexpress.com
Mobile: 609-228-6898
Hubei Rhema Reference Materials Technology Co., Ltd.
Spot supply
Product Name: (E)-3-Tosylacrylonitrile Request for quotation
CAS: 19542-67-7
Tel: 0712-8899838
Email: jy6101@rmastandards.com
Mobile: 86-15787876101
QQ: 2518299249 Click to send a QQ message
Wechat: 15787876101
Shanghai Amole Biotechnology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: BAY11-7082 Request for quotation
CAS: 19542-67-7
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365 Click to send a QQ message
Wechat: 18916960931
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
Spot supply
Product Name: BAY 11-7082 Visit Supplier Webpage Request for quotation
CAS: 19542-67-7
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
Wechat: 18621343501
WhatsApp: +86-18621343501
Shanghai Yuanye Bio-Technology Co., Ltd.
Spot supply
Product Name: BAY 11-7082 Visit Supplier Webpage Request for quotation
CAS: 19542-67-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
View History
19542-67-7
氯冉酸钡三水合物
20553-95-1
1501959-50-7
132098-59-0
Triethylphosphineoxidewhitextl
adecyl triphenyl phosphonium bromide
4,4'-二氯二苯砜
171366-19-1
三乙醇胺环硼酸盐
Raw Materials for 19542-67-7
1-(bromomethylsulfonyl)-4-methyl-benzene
Tosylphenyl selenide
4-Methylbenzenesulfonhydrazide
Tosyl chloride
Chloroacetonitrile
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