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508336 InSolution™ TLR4 Inhibitor, TAK-242 - CAS 243984-11-4 - Calbiochem

A 25 mM (2 mg/221 µL) sterile-filtered solution of TLR4 Inhibitor, TAK-242 in DMSO.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: TLR4 Inhibitor, TAK-242 InSolution, Ethyl-(6R)-6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate, (R)-Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate

Primary Target: TLR4
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
243984-11-4C₁₅H₁₇ClFNO₄S

Products

Catalogue NumberPackaging Qty/Pack
5083360001 Glass bottle 2 mg
Description
Catalogue Number508336
Brand Family Calbiochem®
SynonymsTLR4 Inhibitor, TAK-242 InSolution, Ethyl-(6R)-6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate, (R)-Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
References
ReferencesMatsunaga, N., et al. 2011. Mol. Pharmacol. 79, 34.
Takashima, K., et al. 2009. Br. J. Pharmacol. 157, 1250.
Li, M., et al. 2006. Mol. Pharmacol. 69, 1288.
Yamada, M., et al. 2005. J. Med. Chem. 48, 7457.
Product Information
CAS number243984-11-4
FormLiquid
FormulationA 25 mM (2 mg/221 µL) sterile-filtered solution of TLR4 Inhibitor, TAK-242 (Cat. No. 614316) in DMSO.
Hill FormulaC₁₅H₁₇ClFNO₄S
Chemical formulaC₁₅H₁₇ClFNO₄S
Hygroscopic Hygroscopic
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary TargetTLR4
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Dry Ice Only
Toxicity Standard Handling
Storage ≤ -70°C
Protect from Light Protect from light
Hygroscopic Hygroscopic
Avoid freeze/thaw Avoid freeze/thaw
Do not freeze Ok to freeze
Special InstructionsFollowing initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 1 year at -70°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
5083360001 04055977261905

Documentation

InSolution™ TLR4 Inhibitor, TAK-242 - CAS 243984-11-4 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Matsunaga, N., et al. 2011. Mol. Pharmacol. 79, 34.
Takashima, K., et al. 2009. Br. J. Pharmacol. 157, 1250.
Li, M., et al. 2006. Mol. Pharmacol. 69, 1288.
Yamada, M., et al. 2005. J. Med. Chem. 48, 7457.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision10-January-2014 JSW
SynonymsTLR4 Inhibitor, TAK-242 InSolution, Ethyl-(6R)-6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate, (R)-Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
DescriptionA cell-permeable cyclohexenecarboxylate that disrupts TLR4 interaction with adaptor molecules TIRAP and TRAM by selectively binding to TLR4, but not TLR1-3 or TLR5-10, via TLR4 intracellular Cys747 residue. Shown to effectively inhibit TLR4-mediated signaling events, including LPS-induced NO and inflammatory cytokines production in murine RAW264.7 macrophages (IC50 = 1.8, 1.3, and 1.9 nM, respectively, against NO, IL-6, and TNF-α production), TLR4/TIRAP-dependent NF-κB activity as well as TLR4/TIRAP- and TLR4/TRAM-dependent ISRE activity (IC50 < 300 nM) in HEK293-hTLR4/MD2-CD14 transfected with either TIRAP or TRAM. When administered at an i.v. dose of 3 mg/kg, TAK-242 is reported to completely prevent LPS- (7 mg/kg, i.p.) induced death in mice in vivo. Complete elimination of septic shock-induced death can be extended to live E. coli-infected mice when co-administered with ceftazidime (3 mg/kg TAK-242 and 20 mg/kg ceftazidime, i.v.).
FormLiquid
FormulationA 25 mM (2 mg/221 µL) sterile-filtered solution of TLR4 Inhibitor, TAK-242 (Cat. No. 614316) in DMSO.
Intert gas (Yes/No) Packaged under inert gas
CAS number243984-11-4
Chemical formulaC₁₅H₁₇ClFNO₄S
Structure formulaStructure formula
Purity≥98% by HPLC
Storage Protect from light
Avoid freeze/thaw
≤ -70°C
Hygroscopic
Do Not Freeze Ok to freeze
Special InstructionsFollowing initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 1 year at -70°C.
Toxicity Standard Handling
ReferencesMatsunaga, N., et al. 2011. Mol. Pharmacol. 79, 34.
Takashima, K., et al. 2009. Br. J. Pharmacol. 157, 1250.
Li, M., et al. 2006. Mol. Pharmacol. 69, 1288.
Yamada, M., et al. 2005. J. Med. Chem. 48, 7457.