Home Sulfos 1-Cyclohexene-1-carboxylic acid, 6-[[(2-chloro-4-fluorophenyl)aMino]sulfonyl]-, ethyl ester

1-Cyclohexene-1-carboxylic acid, 6-[[(2-chloro-4-fluorophenyl)aMino]sulfonyl]-, ethyl ester

CAS No.:
243983-70-2
Catalog Number:
AG00BF39
Molecular Formula:
Molecular Weight:
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Purity
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Product Description
Catalog Number:
AG00BF39
Chemical Name:
1-Cyclohexene-1-carboxylic acid, 6-[[(2-chloro-4-fluorophenyl)aMino]sulfonyl]-, ethyl ester
CAS Number:
243983-70-2
MDL Number:
MFCD09834023
IUPAC Name:
ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohexene-1-carboxylate
InChI:
InChI=1S/C15H17ClFNO4S/c1-2-22-15(19)11-5-3-4-6-14(11)23(20,21)18-13-8-7-10(17)9-12(13)16/h5,7-9,14,18H,2-4,6H2,1H3
InChI Key:
LEEIJTHMHDMWLJ-UHFFFAOYSA-N
Properties
Complexity:
560  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
361.055g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
361.812g/mol
Monoisotopic Mass:
361.055g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
80.8A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
3  
Literature
Title Journal
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Crucial role of Toll-like receptors in the zinc/nickel-induced inflammatory response in vascular endothelial cells. Toxicology and applied pharmacology 20131215
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Chemical reactivity of ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (TAK-242) in vitro. Biopharmaceutics & drug disposition 20111001
Extra domain A of fibronectin primes leukotriene biosynthesis and stimulates neutrophil migration through activation of Toll-like receptor 4. Arthritis and rheumatism 20110601
Toll-like receptor 4 inhibitor TAK-242 attenuates acute kidney injury in endotoxemic sheep. Anesthesiology 20110501
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TAK-242 (resatorvid), a small-molecule inhibitor of Toll-like receptor (TLR) 4 signaling, binds selectively to TLR4 and interferes with interactions between TLR4 and its adaptor molecules. Molecular pharmacology 20110101
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Toll-like receptor 4 modulation as a strategy to treat sepsis. Mediators of inflammation 20100101
Analysis of binding site for the novel small-molecule TLR4 signal transduction inhibitor TAK-242 and its therapeutic effect on mouse sepsis model. British journal of pharmacology 20090801
The novel selective toll-like receptor 4 signal transduction inhibitor tak-242 prevents endotoxaemia in conscious Guinea-pigs. Clinical and experimental pharmacology & physiology 20090501
TAK-242 selectively suppresses Toll-like receptor 4-signaling mediated by the intracellular domain. European journal of pharmacology 20080414
Novel cyclohexene derivatives as anti-sepsis agents: synthetic studies and inhibition of NO and cytokine production. Bioorganic & medicinal chemistry 20080401
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Therapeutic effects of TAK-242, a novel selective Toll-like receptor 4 signal transduction inhibitor, in mouse endotoxin shock model. European journal of pharmacology 20071001
A novel cyclohexene derivative, ethyl (6R)-6-[N-(2-Chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (TAK-242), selectively inhibits toll-like receptor 4-mediated cytokine production through suppression of intracellular signaling. Molecular pharmacology 20060401
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Discovery of novel and potent small-molecule inhibitors of NO and cytokine production as antisepsis agents: synthesis and biological activity of alkyl 6-(N-substituted sulfamoyl)cyclohex-1-ene-1-carboxylate. Journal of medicinal chemistry 20051117
Properties