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RESATORVID

Product Name
RESATORVID
CAS No.
243984-11-4
Chemical Name
RESATORVID
Synonyms
CS-1150;TAK 242;Resatorvi;RESATORVID;TAK-242(Resatorvid);Resatorvid(TAK-242);RESATORVID; TAK242; TAK 242;(R)-ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate;Ethyl (R)-6-[N-(2-Chloro-4-fluorophenyl)sulfamoyl]-1-cyclohexenecarboxylate;ethyl (6R)-6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate
CBNumber
CB92455670
Molecular Formula
C15H17ClFNO4S
Formula Weight
361.82
MOL File
243984-11-4.mol
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RESATORVID Property

Melting point:
68-69℃
Boiling point:
462.0±55.0 °C(Predicted)
Density 
1.39
storage temp. 
Sealed in dry,Room Temperature
solubility 
insoluble in H2O; ≥100.6 mg/mL in EtOH; ≥18.09 mg/mL in DMSO
form 
Solid
pka
7.08±0.40(Predicted)
color 
Off-white to yellow
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Safety

HS Code 
2935909099
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
614316
Product name
TLR4 Inhibitor, TAK-242 - CAS 243984-11-4 - Calbiochem
Packaging
5mg
Price
$251
Updated
2024/03/01
Sigma-Aldrich
Product number
5.08336
Product name
InSolution TLR4 Inhibitor, TAK-242 - CAS 243984-11-4 - Calbiochem
Packaging
2mg
Price
$126
Updated
2024/03/01
Cayman Chemical
Product number
13871
Product name
TAK-242
Purity
≥98%
Packaging
1mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
13871
Product name
TAK-242
Purity
≥98%
Packaging
5mg
Price
$217
Updated
2024/03/01
Cayman Chemical
Product number
13871
Product name
TAK-242
Purity
≥98%
Packaging
10mg
Price
$396
Updated
2024/03/01
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RESATORVID Chemical Properties,Usage,Production

Uses

Resatorvid is a novel selective Toll-like receptor 4 signal transduction inhibitor. Resatorvid inhibits various kinds of inflammatory mediators such as nitric oxide (NO), tumor necrosis factor (TNF)-α, interleukin (IL)-1, IL-6, IL-10, macrophage inhibitory protein (MIP)-2 and prostaglandin E2 from lipopolysaccharide (LPS)-stimulated macrophages.

General Description

A cell-permeable cyclohexenecarboxylate that disrupts TLR4, but not TLR1-3 or TLR5-10, interaction with adaptor molecules TIRAP and TRAM via direct binding to TLR4 intracellular Cys747 residue.Shown to effectively inhibit TLR4-mediated cellular events (IC50 = 1.8, 1.3, and 1.9 nM, respectively, against LPS-induced NO, IL-6, and TNF-α production in murine RAW264.7 macrophages) in vitro and completely prevent LPS- (7 mg/kg, i.p.) induced death in mice (3 mg/kg; i.v.) in vivo. Also available as a 25 mM solution in DMSO (Cat. No. 508336).

Biological Activity

toll, a member of the toll-like receptor (tlr) family, was identified as a gene product essential for the development of embryonic dorsoventral polarity in drosophila melanogaster. moreover, it has been also found to play a critical role in the antifungal response of flies. tak-242 (resatorvid), a cyclohexene derivative, is recongnizred as a novel small-molecule compound selectively inhibiting tlr4 signaling.

Biochem/physiol Actions

Cell permeable: yes

in vitro

a previous in-vitro study showed that tak-242 could inhibit the production of lipopolysaccharide-induced inflammatory mediators by binding to the intracellular domain of tlr4 using coimmunoprecipitation approach. among 10 different human tlrs, tak-242 selectively bound to tlr4. these findings suggested that tak-242 could selectively bind to tlr4 and disrupted the interaction of tlr4 with adaptor molecules, thereby inhibiting tlr4 signal transduction and its downstream signaling [2].

in vivo

preclinical animal study demonostrated that the acute restraint stress exposure upregulateed tlr-4 expression both at the mrna and protein level in rat. tak-242 pre-stress administration prevented the accumulation of potentially deleterious inflammatory and oxidative/nitrosative mediators in the brain frontal cortex of rats. these finding s indicated that the use of tak-242 or other tlr-4 signalling pathway inhibitory compounds could be considered as a potential therapeutic adjuvant strategy to constrain the inflammatory process taking place after stress exposure and in stress-related neuropsychiatric diseases [3].

IC 50

with ic50 of 1.1 to 11 nm, tak-242 inhibited lps-induced no production, tumor necrosis factor-alpha and interleukin (il)-6 in raw264.7 cells and mouse peritoneal macrophages [1].

storage

Store at -20°C

References

[1] ii m, matsunaga n, hazeki k, nakamura k, takashima k, seya t, hazeki o, kitazaki t, iizawa y. 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. mol pharmacol. 2006;69(4):1288-95.
[2] naoko matsunaga, noboru tsuchimori, tatsumi matsumoto, and masayuki ii. 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. mol pharmacol 79:34–41, 2011.
[3] iciar gárate, borja garcía-bueno, josé luis mu oz madrigal, javier r caso, luis alou, maría luisa gómez-lus and juan carlos leza. toll-like 4 receptor inhibitor tak-242 decreases neuroinflammation in rat brain frontal cortex after stress. journal of neuroinflammation 2014, 11:8.
[4] todd w. rice; arthur p. wheeler; gordon r. bernard; jean-louis vincent; derek c. angus; naoki aikawa; ignace demeyer; stephen sainati; nicholas amlot; charlie cao; masayuki ii; hideyasu matsuda; kouji mouri; jon cohen. a randomized, double-blind, placebo-controlled trial of tak-242 for the treatment of severe sepsis. crit care med 2010 vol. 38, no. 8: 1-10.

RESATORVID Preparation Products And Raw materials

Raw materials

Preparation Products

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RESATORVID Suppliers

Chembest Research Laboratories Limited
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+86-21-20908456
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021-58180499
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sales@BioChemBest.com
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China
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Shanghai fuxiang biotechnology co., ltd
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13611719524
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2674347328@qq.com
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China
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58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
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China
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2922
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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Chemsky (shanghai) International Co.,Ltd
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021-50135380
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shchemsky@sina.com
Country
China
ProdList
15402
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BOC Sciences
Tel
1-631-485-4226; 16314854226
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info@bocsci.com
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United States
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14055
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Dalian Meilun Biotech Co., Ltd.
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0411-62910999 13889544652
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meilunui@163.com
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China
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Hangzhou Sage Chemical Co., Ltd.
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+86057186818502 13588463833
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Pls mail us for more information!
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China
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Beijing HuaMeiHuLiBiological Chemical
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010-56205725
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010-65763397
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waley188@sohu.com
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China
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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info@chemexpress.com
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China
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View Lastest Price from RESATORVID manufacturers

Career Henan Chemical Co
Product
RESATORVID 243984-11-4
Price
US $3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-08-06

243984-11-4, RESATORVIDRelated Search:


  • TAK-242(Resatorvid)
  • 1-Cyclohexene-1-carboxylic acid, 6-[[(2-chloro-4-fluorophenyl)aMino]sulfonyl]-, ethyl ester, (6R)-
  • Resatorvid(TAK-242)
  • Cyclohexene-1-carboxylic acid, 6-[[(2-chloro-4-fluorophenyl)amino]sulfonyl]-, ethyl ester, (6R)-
  • (R)-ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
  • RESATORVID
  • TAK 242
  • (6R)-6-[[(2-Chloro-4-fluorophenyl)amino]sulfonyl]-1-cyclohexene-1-carboxylic acid ethyl ester
  • RESATORVID; TAK242; TAK 242
  • CS-1150
  • ethyl (6R)-6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate
  • (R)-Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate[Resatorvid
  • Resatorvi
  • Ethyl (R)-6-[N-(2-Chloro-4-fluorophenyl)sulfamoyl]-1-cyclohexenecarboxylate
  • 243984-11-4
  • C15H17ClFNO4S
  • MAPK
  • API