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

508336
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Overview

Replacement Information

Key Specifications Table

Empirical FormulaCAS #
C₁₅H₁₇ClFNO₄S 243984-11-4

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      Glass bottle 2 mg
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      Description
      Catalogue Number508336
      Brand Family Calbiochem®
      SynonymsEthyl-(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, TLR4 Inhibitor, TAK-242 InSolution
      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

      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
      SynonymsEthyl-(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, TLR4 Inhibitor, TAK-242 InSolution
      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 ≤ -70°C
      Hygroscopic
      Protect from light
      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.
      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.