U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H9NO2S
Molecular Weight 207.249
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 3-(P-TOLUENESULFONYL)ACRYLONITRILE, (E)-

SMILES

CC1=CC=C(C=C1)S(=O)(=O)\C=C\C#N

InChI

InChIKey=DOEWDSDBFRHVAP-KRXBUXKQSA-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+

HIDE SMILES / InChI

Molecular Formula C10H9NO2S
Molecular Weight 207.249
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.0 µM [IC50]
3.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Cadmium induces matrix metalloproteinase-9 expression via ROS-dependent EGFR, NF-кB, and AP-1 pathways in human endothelial cells.
2015-12-02
Nickel may contribute to EGFR mutation and synergistically promotes tumor invasion in EGFR-mutated lung cancer via nickel-induced microRNA-21 expression.
2015-08-19
Tetramethylpyrazine (TMP) protects against sodium arsenite-induced nephrotoxicity by suppressing ROS production, mitochondrial dysfunction, pro-inflammatory signaling pathways and programed cell death.
2015-07
Cyclosporin A upregulates ETB receptor in vascular smooth muscle via activation of mitogen-activating protein kinases and NF-κB pathways.
2015-05-19
Antroquinonol from Antrodia Camphorata suppresses breast tumor migration/invasion through inhibiting ERK-AP-1- and AKT-NF-κB-dependent MMP-9 and epithelial-mesenchymal transition expressions.
2015-04
The role of NF-κB signaling pathway in polyhexamethylene guanidine phosphate induced inflammatory response in mouse macrophage RAW264.7 cells.
2015-03-04
NF-κB directs dynamic super enhancer formation in inflammation and atherogenesis.
2014-10-23
Lipopolysaccharide-induced microRNA-146a targets CARD10 and regulates angiogenesis in human umbilical vein endothelial cells.
2014-08-01
Long-term low-dose exposure of human urothelial cells to sodium arsenite activates lipocalin-2 via promoter hypomethylation.
2014-08
Preferential expression of PAPPA in human preadipocytes from omental fat.
2014-07
Subneurotoxic copper(II)-induced NF-κB-dependent microglial activation is associated with mitochondrial ROS.
2014-04-15
Apigenin potentiates the growth inhibitory effects by IKK-β-mediated NF-κB activation in pancreatic cancer cells.
2014-01-03
Crucial role of Toll-like receptors in the zinc/nickel-induced inflammatory response in vascular endothelial cells.
2013-12-15
Induction of steroid sulfatase expression in PC-3 human prostate cancer cells by insulin-like growth factor II.
2013-11-25
Ethanol increases matrix metalloproteinase-12 expression via NADPH oxidase-dependent ROS production in macrophages.
2013-11-15
NADPH oxidase/ROS-dependent PYK2 activation is involved in TNF-α-induced matrix metalloproteinase-9 expression in rat heart-derived H9c2 cells.
2013-10-15
NF-κB-mediated inflammation leading to EMT via miR-200c is involved in cell transformation induced by cigarette smoke extract.
2013-10
Immunostimulatory activity of polysaccharides from Cheonggukjang.
2013-09
Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial barrier and prevents intravasation and metastasis.
2013-07
Apoptosis induced by trimethyltin chloride in human neuroblastoma cells SY5Y is regulated by a balance and cross-talk between NF-κB and MAPKs signaling pathways.
2013-07
Interaction of inflammatory and anti-inflammatory responses in microglia by Staphylococcus aureus-derived lipoteichoic acid.
2013-05-15
The anti-inflammatory drug BAY 11-7082 suppresses the MyD88-dependent signalling network by targeting the ubiquitin system.
2013-05-01
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
2013-04-15
Diclofenac enhances proinflammatory cytokine-induced phagocytosis of cultured microglia via nitric oxide production.
2013-04-15
Yu Ping Feng San, an ancient Chinese herbal decoction containing Astragali Radix, Atractylodis Macrocephalae Rhizoma and Saposhnikoviae Radix, regulates the release of cytokines in murine macrophages.
2013
TNF-Α may mediate inflammasome activation in the absence of bacterial infection in more than one way.
2013
A novel interleukin 33/ST2 signaling regulates inflammatory response in human corneal epithelium.
2013
Expression of macrophage migration inhibitory factor by osteoblastic cells: protection against cadmium toxicity.
2012-12-17
Inflammatory regulation of ATP binding cassette efflux transporter expression and function in microglia.
2012-12
Cytokine expression in trichloroethylene-induced hypersensitivity dermatitis: an in vivo and in vitro study.
2012-11-23
Opposed arsenite-mediated regulation of p53-survivin is involved in neoplastic transformation, DNA damage, or apoptosis in human keratinocytes.
2012-10-28
Pro-inflammatory NF-κB and early growth response gene 1 regulate epithelial barrier disruption by food additive carrageenan in human intestinal epithelial cells.
2012-06-20
Arsenic modulates heme oxygenase-1, interleukin-6, and vascular endothelial growth factor expression in endothelial cells: roles of ROS, NF-κB, and MAPK pathways.
2012-06
Prostanoid EP₁ receptors mediate up-regulation of the orphan nuclear receptor Nurr1 by cAMP-independent activation of protein kinase A, CREB and NF-κB.
2012-06
Regulation of miRNA-21 by reactive oxygen species-activated ERK/NF-κB in arsenite-induced cell transformation.
2012-05-01
Cadmium-mediated toxicity of lung epithelia is enhanced through NF-κB-mediated transcriptional activation of the human zinc transporter ZIP8.
2012-05-01
Inhibitory effects of melatonin on the lipopolysaccharide-induced CC chemokine expression in BV2 murine microglial cells are mediated by suppression of Akt-induced NF-κB and STAT/GAS activity.
2012-04
Nicotine stimulates urokinase-type plasminogen activator receptor expression and cell invasiveness through mitogen-activated protein kinase and reactive oxygen species signaling in ECV304 endothelial cells.
2012-03-01
An NF-κB-independent and Erk1/2-dependent mechanism controls CXCL8/IL-8 responses of airway epithelial cells to cadmium.
2012-02
Curcumin regulates airway epithelial cell cytokine responses to the pollutant cadmium.
2012-01-06
Involvement of JNK and NF-κB pathways in lipopolysaccharide (LPS)-induced BAG3 expression in human monocytic cells.
2012-01-01
Microarray-assisted pathway analysis identifies MT1X & NFκB as mediators of TCRP1-associated resistance to cisplatin in oral squamous cell carcinoma.
2012
STAT1 mediates oroxylin a inhibition of iNOS and pro-inflammatory cytokines expression in microglial BV-2 cells.
2012
Dienogest inhibits Toll-like receptor 4 expression induced by costimulation of lipopolysaccharide and high-mobility group box 1 in endometrial epithelial cells.
2011-12
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
2011-10-30
Up-regulation of breast cancer resistance protein plays a role in HER2-mediated chemoresistance through PI3K/Akt and nuclear factor-kappa B signaling pathways in MCF7 breast cancer cells.
2011-08
Divalent lead cations induce cyclooxygenase-2 gene expression by epidermal growth factor receptor/nuclear factor-kappa B signaling in A431carcinoma cells.
2011-06-10
The epigenetic effect of glucosamine and a nuclear factor-kappa B (NF-kB) inhibitor on primary human chondrocytes--implications for osteoarthritis.
2011-02-18
Anticancer effects of 15d-prostaglandin-J2 in wild-type and doxorubicin-resistant ovarian cancer cells: novel actions on SIRT1 and HDAC.
2011
Transcriptional activation of TINF2, a gene encoding the telomere-associated protein TIN2, by Sp1 and NF-κB factors.
2011
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:33:57 GMT 2025
Edited
by admin
on Mon Mar 31 19:33:57 GMT 2025
Record UNII
4Y5G2A4F6O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BAY-11-7082
Preferred Name English
3-(P-TOLUENESULFONYL)ACRYLONITRILE, (E)-
Common Name English
(E)-3-(P-TOLUENESULFONYL)ACRYLONITRILE
Common Name English
BAY-117821
Code English
(E)-3-TOSYLACRYLONITRILE
Systematic Name English
CYANOVINYL)-P-TOLYLSULPHONE, BETA-(
Common Name English
2-PROPENENITRILE, 3-((4-METHYLPHENYL)SULFONYL)-, (E)-
Systematic Name English
ACRYLONITRILE, 3-(P-TOLYLSULFONYL)-, (E)-
Systematic Name English
CYANOVINYL)-P-TOLYLSULFONE, BETA-(
Common Name English
BAY-11-7821
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 128828
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
Code System Code Type Description
CAS
19542-67-7
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
PRIMARY
PUBCHEM
5353431
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
PRIMARY
FDA UNII
4Y5G2A4F6O
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID90859645
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
PRIMARY
CHEBI
85928
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
PRIMARY
CAS
1424-48-2
Created by admin on Mon Mar 31 19:33:57 GMT 2025 , Edited by admin on Mon Mar 31 19:33:57 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY