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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

Description

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 TargetPharmacologyConditionPotency

Cmax

ValueDoseCo-administeredAnalytePopulation
54.1 ng/mL
3 mg/kg bw single, intraperitoneal
RESATORVID plasma
Mus musculus

AUC

ValueDoseCo-administeredAnalytePopulation
6.08 μg × h/mL
3 mg/kg single, intravenous
RESATORVID plasma
Rattus norvegicus
1322 μg × h/mL
3 mg/kg single, intravenous
RESATORVID plasma
Canis lupus

T1/2

ValueDoseCo-administeredAnalytePopulation
5.6 h
3 mg/kg single, intravenous
RESATORVID plasma
Rattus norvegicus
158 h
3 mg/kg single, intravenous
RESATORVID plasma
Canis lupus

PubMed

Patents