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

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      5.08336.0001
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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
          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

          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.