Home Sulfos (E)-3-((4-(tert-Butyl)phenyl)sulfonyl)acrylonitrile

(E)-3-((4-(tert-Butyl)phenyl)sulfonyl)acrylonitrile

CAS No.:
196309-76-9
Catalog Number:
AG0073VJ
Molecular Formula:
C13H15NO2S
Molecular Weight:
249.3287
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$119
- +
10mg
99%
1 week
United States
$154
- +
25mg
99%
1 week
United States
$182
- +
50mg
99%
1 week
United States
$265
- +
100mg
99%
1 week
United States
$404
- +
Product Description
Catalog Number:
AG0073VJ
Chemical Name:
(E)-3-((4-(tert-Butyl)phenyl)sulfonyl)acrylonitrile
CAS Number:
196309-76-9
Molecular Formula:
C13H15NO2S
Molecular Weight:
249.3287
MDL Number:
MFCD01862602
IUPAC Name:
(E)-3-(4-tert-butylphenyl)sulfonylprop-2-enenitrile
InChI:
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
SMILES:
N#C/C=C/S(=O)(=O)c1ccc(cc1)C(C)(C)C
Properties
Complexity:
420  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
249.082g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
249.328g/mol
Monoisotopic Mass:
249.082g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
66.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.7  
Literature
Title Journal
Elevated IL-1β expression induces invasiveness of triple negative breast cancer cells and is suppressed by zerumbone. Chemico-biological interactions 20161025
Hexabromocyclododecane and tetrabromobisphenol A alter secretion of interferon gamma (IFN-γ) from human immune cells. Archives of toxicology 20160701
Identification of compounds that modulate retinol signaling using a cell-based qHTS assay. Toxicology in vitro : an international journal published in association with BIBRA 20160401
Tributyltin alters secretion of interleukin 1 beta from human immune cells. Journal of applied toxicology : JAT 20150801
Quercetin-3-O-(2″-galloyl)-α-L-rhamnopyranoside attenuates cholesterol oxidation product-induced apoptosis by suppressing NF-κB-mediated cell death process in differentiated PC12 cells. Naunyn-Schmiedeberg's archives of pharmacology 20150801
Mitochondrial dysfunction promotes and aggravates the inflammatory response in normal human synoviocytes. Rheumatology (Oxford, England) 20140701
FSL-1 induces MMP-9 production through TLR-2 and NF-κB /AP-1 signaling pathways in monocytic THP-1 cells. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20140101
Inhibition of HIV-1 replication by a tricyclic coumarin GUT-70 in acutely and chronically infected cells. Bioorganic & medicinal chemistry letters 20130201
T-2 toxin enhances catabolic activity of hypertrophic chondrocytes through ROS-NF-κB-HIF-2α pathway. Toxicology in vitro : an international journal published in association with BIBRA 20121001
Identification of UV-protective activators of nuclear factor erythroid-derived 2-related factor 2 (Nrf2) by combining a chemical library screen with computer-based virtual screening. The Journal of biological chemistry 20120921
Mitochondrial dysfunction increases inflammatory responsiveness to cytokines in normal human chondrocytes. Arthritis and rheumatism 20120901
Motorcycle exhaust particles up-regulate expression of vascular adhesion molecule-1 and intercellular adhesion molecule-1 in human umbilical vein endothelial cells. Toxicology in vitro : an international journal published in association with BIBRA 20120601
Effects of cobalt chloride on nitric oxide and cytokines/chemokines production in microglia. International immunopharmacology 20120501
Zinc oxide nanoparticles-induced intercellular adhesion molecule 1 expression requires Rac1/Cdc42, mixed lineage kinase 3, and c-Jun N-terminal kinase activation in endothelial cells. Toxicological sciences : an official journal of the Society of Toxicology 20120301
Synthesis and biological evaluation of sulfonyl acrylonitriles as novel inhibitors to peritoneal carcinomatosis. Bioorganic & medicinal chemistry letters 20120301
Contact sensitizers modulate the arachidonic acid metabolism of PMA-differentiated U-937 monocytic cells activated by LPS. Toxicology and applied pharmacology 20111001
A novel dithiol amide CB3 attenuates allergic airway disease through negative regulation of p38 mitogen-activated protein kinase. American journal of respiratory and critical care medicine 20110415
NF-κB inhibition compromises cardiac fibroblast viability under hypoxia. Experimental cell research 20110415
Gemcitabine/cannabinoid combination triggers autophagy in pancreatic cancer cells through a ROS-mediated mechanism. Cell death & disease 20110401
IgE-dependent sensitization increases responsiveness to LPS but does not modify development of endotoxin tolerance in mast cells. Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20110101
7-ketocholesterol induces apoptosis in differentiated PC12 cells via reactive oxygen species-dependent activation of NF-κB and Akt pathways. Neurochemistry international 20110101
Effect of inhibition of the ubiquitin-proteasome-system and IκB kinase on airway inflammation and hyperresponsiveness in a murine model of asthma. International journal of immunopathology and pharmacology 20110101
Thromboxane synthase suppression induces lung cancer cell apoptosis via inhibiting NF-κB. Experimental cell research 20101210
Phosphoinositide 3-kinase δ inhibitor suppresses interleukin-17 expression in a murine asthma model. The European respiratory journal 20101201
Mechanisms of IL-12 synthesis by human dendritic cells treated with the chemical sensitizer NiSO4. Journal of immunology (Baltimore, Md. : 1950) 20100701
High glucose promotes intracellular lipid accumulation in vascular smooth muscle cells by impairing cholesterol influx and efflux balance. Cardiovascular research 20100401
Cytochrome P450 1A1 gene regulation by UVB involves crosstalk between the aryl hydrocarbon receptor and nuclear factor kappaB. Chemico-biological interactions 20100330
Hyaluronan inhibits prostaglandin E2 production via CD44 in U937 human macrophages. The Tohoku journal of experimental medicine 20100301
Correlation of NF-kappaB signal pathway with tumor metastasis of human head and neck squamous cell carcinoma. BMC cancer 20100101
Irreversibly glycated LDL induce oxidative and inflammatory state in human endothelial cells; added effect of high glucose. Biochemical and biophysical research communications 20091218
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Differential regulation of HIF-1alpha isoforms in murine macrophages by TLR4 and adenosine A(2A) receptor agonists. Journal of leukocyte biology 20090901
Pre-B cell colony enhancing factor (PBEF)/visfatin induces secretion of MCP-1 in human endothelial cells: role in visfatin-induced angiogenesis. Atherosclerosis 20090701
TNF-alpha reduces the level of Staphylococcus epidermidis internalization by bovine endothelial cells. FEMS microbiology letters 20090301
Systemic inhibition of NF-kappaB activation protects from silicosis. PloS one 20090101
Inactivation of NF-kappaB by proteasome inhibition contributes to increased apoptosis induced by histone deacetylase inhibitors in human breast cancer cells. Breast cancer research and treatment 20081101
17-Beta estradiol and hydroxyestradiols interact via the NF-kappa B pathway to elevate cyclooxygenase 2 expression and prostaglandin E2 secretion in human bronchial epithelial cells. Toxicological sciences : an official journal of the Society of Toxicology 20080801
Flagellin and lipopolysaccharide up-regulation of IL-6 and CXCLi2 gene expression in chicken heterophils is mediated by ERK1/2-dependent activation of AP-1 and NF-kappaB signaling pathways. Innate immunity 20080801
JNK- and IkappaB-dependent pathways regulate MCP-1 but not adiponectin release from artificially hypertrophied 3T3-L1 adipocytes preloaded with palmitate in vitro. American journal of physiology. Endocrinology and metabolism 20080501
Internalization of Staphylococcus aureus by bovine endothelial cells is associated with the activity state of NF-kappaB and modulated by the pro-inflammatory cytokines TNF-alpha and IL-1beta. Scandinavian journal of immunology 20080201
High glucose enhances lipopolysaccharide-stimulated CD14 expression in U937 mononuclear cells by increasing nuclear factor kappaB and AP-1 activities. The Journal of endocrinology 20080101
Implications of the involvement of the endoplasmic reticulum stress pathway in drug-induced apoptosis. Anticancer research 20080101
Targeting the nuclear factor-kappaB rescue pathway has promising future in human renal cell carcinoma therapy. Cancer research 20071215
Nitric oxide dysregulates adipocytokine expression in 3T3-L1 adipocytes. Biochemical and biophysical research communications 20071207
PTEN down-regulates IL-17 expression in a murine model of toluene diisocyanate-induced airway disease. Journal of immunology (Baltimore, Md. : 1950) 20071115
Inhibitors of NF-kappaB derived from thalidomide. Bioorganic & medicinal chemistry letters 20071101
CGRP, PACAP, and VIP modulate Langerhans cell function by inhibiting NF-kappaB activation. The Journal of investigative dermatology 20071001
NF-kappaB plays a major role in the maturation of human dendritic cells induced by NiSO(4) but not by DNCB. Toxicological sciences : an official journal of the Society of Toxicology 20071001
Cytotoxicity of NF-kappaB inhibitors Bay 11-7085 and caffeic acid phenethyl ester to Ramos and other human B-lymphoma cell lines. Experimental hematology 20071001
Application of the nuclear factor-kappaB inhibitor BAY 11-7085 for the treatment of endometriosis: an in vitro study. American journal of physiology. Endocrinology and metabolism 20070701
PAR-2 activation regulates IL-8 and GRO-alpha synthesis by NF-kappaB, but not RANTES, IL-6, eotaxin or TARC expression in nasal epithelium. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20070701
Role of ROS and MAPK in TPA-induced ICAM-1 expression in the myeloid ML-1 cell line. Journal of cellular biochemistry 20070301
An environmental quinoid polycyclic aromatic hydrocarbon, acenaphthenequinone, modulates cyclooxygenase-2 expression through reactive oxygen species generation and nuclear factor kappa B activation in A549 cells. Toxicological sciences : an official journal of the Society of Toxicology 20070201
TNF-alpha induces transient resistance to Fas-induced apoptosis in eosinophilic acute myeloid leukemia cells. Cellular & molecular immunology 20070201
Cysteinyl leukotriene upregulates IL-11 expression in allergic airway disease of mice. The Journal of allergy and clinical immunology 20070101
Understanding interactions between and among apoptosis inducing pathways in tumor cells. In vivo (Athens, Greece) 20070101
Modulation of airway remodeling and airway inflammation by peroxisome proliferator-activated receptor gamma in a murine model of toluene diisocyanate-induced asthma. Journal of immunology (Baltimore, Md. : 1950) 20061015
Diverse effects of zinc on NF-kappaB and AP-1 transcription factors: implications for prostate cancer progression. Carcinogenesis 20061001
Angiotensin II induces monocyte chemoattractant protein-1 expression via a nuclear factor-kappaB-dependent pathway in rat preadipocytes. American journal of physiology. Endocrinology and metabolism 20061001
Bile acids induce adhesion molecule expression in endothelial cells through activation of reactive oxygen species, NF-kappaB, and p38. American journal of physiology. Heart and circulatory physiology 20060801
Induction of CXC chemokines in A549 airway epithelial cells by trypsin and staphylococcal proteases - a possible route for neutrophilic inflammation in chronic rhinosinusitis. Clinical and experimental immunology 20060601
Overexpression of hRFI inhibits 5-fluorouracil-induced apoptosis in colorectal cancer cells via activation of NF-kappaB and upregulation of BCL-2 and BCL-XL. Oncogene 20060525
Nuclear factor-kappaB activated by capacitative Ca2+ entry enhances muscarinic receptor-mediated soluble amyloid precursor protein (sAPPalpha) release in SH-SY5Y cells. The Journal of biological chemistry 20060505
Inhibition of apolipoprotein AI gene expression by tumor necrosis factor alpha: roles for MEK/ERK and JNK signaling. Biochemistry 20060221
Mechanism of thymus- and activation-regulated chemokine (TARC)/CCL17 production and its modulation by roxithromycin. The Journal of investigative dermatology 20050901
Brain microvessel endothelial cell responses to tumor necrosis factor-alpha involve a nuclear factor kappa B (NF-kappaB) signal transduction pathway. Brain research 20050628
Interferon-gamma-dependent in vitro model for the putative keratin 17 autoimmune loop in psoriasis: exploration of pharmaco- and gene-therapeutic effects. Skin pharmacology and physiology 20050101
Functional interplay between the macrophage scavenger receptor class B type I and pitavastatin (NK-104). Circulation 20041130
Inhibition of inhibitor of nuclear factor-kappaB phosphorylation increases the efficacy of paclitaxel in in vitro and in vivo ovarian cancer models. Clinical cancer research : an official journal of the American Association for Cancer Research 20041115
C-reactive protein enhances LOX-1 expression in human aortic endothelial cells: relevance of LOX-1 to C-reactive protein-induced endothelial dysfunction. Circulation research 20041029
Growth and survival mechanisms associated with perineural invasion in prostate cancer. Cancer research 20040901
Combined histone deacetylase and NF-kappaB inhibition sensitizes non-small cell lung cancer to cell death. Surgery 20040801
The survival effect of TNF-alpha in human neutrophils is mediated via NF-kappa B-dependent IL-8 release. European journal of immunology 20040601
15-deoxy-delta12,14-prostaglandin J2 inhibits Bay 11-7085-induced sustained extracellular signal-regulated kinase phosphorylation and apoptosis in human articular chondrocytes and synovial fibroblasts. The Journal of biological chemistry 20040521
Glucose enhances human macrophage LOX-1 expression: role for LOX-1 in glucose-induced macrophage foam cell formation. Circulation research 20040416
Caspase-8-dependent HER-2 cleavage in response to tumor necrosis factor alpha stimulation is counteracted by nuclear factor kappaB through c-FLIP-L expression. Cancer research 20040415
Nuclear factor-kappaB contributes to interleukin-4- and interferon-dependent polymeric immunoglobulin receptor expression in human intestinal epithelial cells. Immunology 20040101
Chlamydophila pneumoniae induces ICAM-1 expression in human aortic endothelial cells via protein kinase C-dependent activation of nuclear factor-kappaB. Circulation research 20030530
Effects of NF-kappa B inhibition on mesenteric ischemia-reperfusion injury. American journal of physiology. Gastrointestinal and liver physiology 20030401
Nuclear factor kappaB inhibitors induce adhesion-dependent colon cancer apoptosis: implications for metastasis. Cancer research 20021201
16K prolactin induces NF-kappaB activation in pulmonary fibroblasts. The Journal of endocrinology 20021201
TNF-alpha protects human primary articular chondrocytes from nitric oxide-induced apoptosis via nuclear factor-kappaB. Laboratory investigation; a journal of technical methods and pathology 20021201
NF-kappaB activation is essential for angiotensin II-dependent proliferation and migration of vascular smooth muscle cells. Journal of molecular and cellular cardiology 20021201
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Possible new role for NF-kappaB in the resolution of inflammation. Nature medicine 20011201
An IkappaBalpha inhibitor causes leukemia cell death through a p38 MAP kinase-dependent, NF-kappaB-independent mechanism. Cancer research 20010815
Properties