317201 | DMBO - Calbiochem

317201
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₂₂H₂₅F₂NO₂

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      317201-10MG
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          Glass bottle 10 mg
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          Description
          OverviewAn oxazine that appears to mimic the pyranosidic moiety of heparin sulfate, and is shown to interact directly with several growth factors and cytokines including VEGF, TNF-α and heparin-binding-EGF in a surface plasmon resonance assay. At concentrations of 10-80 µM, this compound dose-dependently inhibits the proliferation of VEGF-expressing LM8G7 cells (IC50 = 13 µM), and TNF-α-expressing OVSAHO cells (IC50 = 19 µM). At 195 µM, a 99% reduction in cell growth is observed in HB-EGF-expressing SKOV-3 cultures. This compound inhibits heparanase-mediated degradation of heparin sulfate in LM8G7 cells (IC50 = 65 µM and 104-206 µM, in an enzymatic and a cell based assay, respectively). At 0.5-5 µM, it markedly prevents the migration and invasion of the same culture, in a dose-dependent manner. In addition, it completely suppresses liver metastatic nodules of osteosarcoma mice injected with LM8G7 cells at 0.5 mg/kg without any signs of toxicity in vivo, and demonstrates a synergistic anti-tumor effect when dosed with heparin.
          Catalogue Number317201
          Brand Family Calbiochem®
          SynonymsCCDC-272761
          References
          ReferencesBasappa, et al. 2010. Cancer Lett. 279, 231.
          Product Information
          FormWhite solid
          Hill FormulaC₂₂H₂₅F₂NO₂
          Chemical formulaC₂₂H₂₅F₂NO₂
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Purity≥95% by HPLC
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Shipped with Blue Ice or with Dry Ice
          Toxicity Standard Handling
          Storage -20°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          317201

          References

          Reference overview
          Basappa, et al. 2010. Cancer Lett. 279, 231.
          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.

          Revision27-June-2012 JSW
          SynonymsCCDC-272761
          DescriptionAn oxazine that appears to mimic the pyranosidic moiety of heparin sulfate, and is shown to interact directly with several growth factors and cytokines including VEGF, TNF-α and heparin-binding-EGF in a surface plasmon resonance assay. At concentrations of 10-80 µM, this compound dose-dependently inhibits the proliferation of VEGF-expressing LM8G7 cells (IC50 = 13 µM), and TNF-α-expressing OVSAHO cells (IC50 = 19 µM). At 195 µM, a 99% reduction in cell growth is observed in HB-EGF-expressing SKOV-3 cultures. This compound inhibits heparanase-mediated degradation of heparin sulfate in LM8G7 cells (IC50 = 65 µM and 104-206 µM, in an enzymatic and a cell based assay, respectively). At 0.5-5 µM, it markedly prevents the migration and invasion of the same culture, in a dose-dependent manner. In addition, it completely suppresses liver metastatic nodules of osteosarcoma mice injected with LM8G7 cells at 0.5 mg/kg without any signs of toxicity in vivo, and demonstrates a synergistic anti-tumor effect when dosed with heparin.
          FormWhite solid
          Intert gas (Yes/No) Packaged under inert gas
          Chemical formulaC₂₂H₂₅F₂NO₂
          Structure formulaStructure formula
          Purity≥95% by HPLC
          SolubilityDMSO
          Storage -20°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
          Toxicity Standard Handling
          ReferencesBasappa, et al. 2010. Cancer Lett. 279, 231.