Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H17ClFNO4S |
Molecular Weight | 361.816 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)C1=CCCC[C@H]1S(=O)(=O)NC2=CC=C(F)C=C2Cl
InChI
InChIKey=LEEIJTHMHDMWLJ-CQSZACIVSA-N
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/t14-/m1/s1
Resatorvid (TAK-242) is a Toll-like receptor 4 (TLR4) antagonist that was designed for the treatment of severe sepsis because of its inhibitory effect on suppressing cytokine levels. This compound suppresses production of inflammatory mediators by inhibiting signal transduction through TLR4. It has also been shown that topical resatorvid, in a UV-induced skin tumorigenesis model, displays photochemopreventive activity, suppressing tumor area and multiplicity. Resatorvid has furthermore shown neuroprotective effects after traumatic brain injury (in a mouse model). Phase III studies evaluating the effects of resatorvid on sepsis have been completed. One such study was ended after it was determined that there was insufficient cytokine suppression in the first stage of the study.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL5255 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18299127 |
PubMed
Title | Date | PubMed |
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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. | 2005 Nov 17 |
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Bench-to-bedside review: sepsis, severe sepsis and septic shock - does the nature of the infecting organism matter? | 2008 |
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Toll-like receptors in the pathogenesis of alcoholic liver disease. | 2010 |
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Toll-like receptor 4 modulation as a strategy to treat sepsis. | 2010 |
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Lipopolysaccharide induces H1 receptor expression and enhances histamine responsiveness in human coronary artery endothelial cells. | 2011 Apr |
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Lipopolysaccharide potentiates polychlorinated biphenyl-induced disruption of the blood-brain barrier via TLR4/IRF-3 signaling. | 2012 Dec 16 |
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Crucial role of Toll-like receptors in the zinc/nickel-induced inflammatory response in vascular endothelial cells. | 2013 Dec 15 |
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Pro-inflammatory and pro-oxidant status of pancreatic islet in vitro is controlled by TLR-4 and HO-1 pathways. | 2014 |
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The immunobiology of cobalt: demonstration of a potential aetiology for inflammatory pseudotumours after metal-on-metal replacement of the hip. | 2014 Sep |
Patents
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C308
Created by
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FDA ORPHAN DRUG |
503515
Created by
admin on Fri Dec 15 16:12:33 GMT 2023 , Edited by admin on Fri Dec 15 16:12:33 GMT 2023
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Code System | Code | Type | Description | ||
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11703255
Created by
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243984-11-4
Created by
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C87682
Created by
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100000175795
Created by
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C507035
Created by
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Resatorvid
Created by
admin on Fri Dec 15 16:12:33 GMT 2023 , Edited by admin on Fri Dec 15 16:12:33 GMT 2023
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8785
Created by
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DTXSID00947269
Created by
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DB05943
Created by
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H2MZ648C31
Created by
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ACTIVE MOIETY