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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
Structure of RESATORVID

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

HIDE SMILES / InChI

Molecular Formula C15H17ClFNO4S
Molecular Weight 361.816
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Bench-to-bedside review: sepsis, severe sepsis and septic shock - does the nature of the infecting organism matter?
2008
Discovery and development of toll-like receptor 4 (TLR4) antagonists: a new paradigm for treating sepsis and other diseases.
2008 Aug
Toll-like receptors in the pathogenesis of alcoholic liver disease.
2010
Toll-like receptor 4 modulation as a strategy to treat sepsis.
2010
Lipopolysaccharide potentiates polychlorinated biphenyl-induced disruption of the blood-brain barrier via TLR4/IRF-3 signaling.
2012 Dec 16
Pro-inflammatory and pro-oxidant status of pancreatic islet in vitro is controlled by TLR-4 and HO-1 pathways.
2014
The immunobiology of cobalt: demonstration of a potential aetiology for inflammatory pseudotumours after metal-on-metal replacement of the hip.
2014 Sep
Involvement of L-type Ca²⁺ channel and toll-like receptor-4 in nickel-induced interleukin-8 gene expression.
2016 Jan
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:12:33 UTC 2023
Edited
by admin
on Fri Dec 15 16:12:33 UTC 2023
Record UNII
H2MZ648C31
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RESATORVID
INN  
INN  
Official Name English
resatorvid [INN]
Common Name English
CLI-095
Common Name English
TAK-242
Common Name English
ETHYL (6R)-6-((2-CHLORO-4-FLUOROPHENYL)SULFAMOYL)CYCLOHEX-1-ENE-1-CARBOXYLATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
FDA ORPHAN DRUG 503515
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
Code System Code Type Description
PUBCHEM
11703255
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
CAS
243984-11-4
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
NCI_THESAURUS
C87682
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
SMS_ID
100000175795
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
MESH
C507035
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
WIKIPEDIA
Resatorvid
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
INN
8785
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
EPA CompTox
DTXSID00947269
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
DRUG BANK
DB05943
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
FDA UNII
H2MZ648C31
Created by admin on Fri Dec 15 16:12:33 UTC 2023 , Edited by admin on Fri Dec 15 16:12:33 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY