444152 | MDM2 Antagonist IV, Nutlin-3a - CAS 675576-98-4 - Calbiochem

444152
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      Overview

      Replacement Information

      Key Spec Table

      Empirical FormulaCAS #
      C₃₀H₃₀Cl₂N₄O₄675576-98-4

      Pricing & Availability

      Catalogue NumberAvailability Packaging Qty/Pack Price Quantity
      444152-5MG
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          Glass bottle 5 mg
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          Description
          OverviewA cell-permeable and highly potent active enantiomer of Nutlin-3 (Cat. No. 444143) that binds to the p53-binding pocket and blocks the interaction of p53 and MDM2 (IC50 = 90 nM). Exhibits over 150-fold greater affinity for MDM2 than its less active enantiomer, Nutlin-3b. Induces p53 mediated apoptosis by both transcription-dependent and independent mechanisms. Shown to greatly potentiate the cytotoxic effects of chemotherapeutic agents and reduce tumor burden in vivo. Also shown to overcome ATM-mediated resistance to fludarabine in chronic lymphocyte leukemia. Cells treated with Nutlin-3a permanently lose their ability to proliferate and enter into a pattern of permanent senescence. Mouse embryonic fibroblasts with p53+/+MEFs show significantly reduced reprogramming capabilities following Nutlin-3a treatment.
          Catalogue Number444152
          Brand Family Calbiochem®
          Synonyms(-)-4-(4,5-bis-(4-Chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carbonyl)piperazine-2-one
          References
          ReferencesOhnstad, H.O., et al. 2011. BMC Cancer 11, 211.
          Shen, H. and Maki, C.G., 2010. J. Biol. Chem. 285, 23105.
          Kawamura, T., et al. 2009. Nature 460, 1140.
          Kojima, K., et al. 2006. Blood 108, 993.
          Laurie, N.A., et al. 2006. Nature 444, 61.
          Tovar, C., et al. 2006. Proc. Natl. Acad. Sci. USA 103, 1888.
          Vassilev, L.T. 2006. Trends Mol Med. 13, 23.
          Thompson, T., et al. 2004. J. Biol. Chem. 279, 53015.
          Vassilev, L.T., et al. 2004. Science 303, 844.
          Product Information
          CAS number675576-98-4
          FormWhite powder
          Hill FormulaC₃₀H₃₀Cl₂N₄O₄
          Chemical formulaC₃₀H₃₀Cl₂N₄O₄
          Structure formula Image
          Applications
          Biological Information
          Purity≥98% 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
          444152

          References

          Reference overview
          Ohnstad, H.O., et al. 2011. BMC Cancer 11, 211.
          Shen, H. and Maki, C.G., 2010. J. Biol. Chem. 285, 23105.
          Kawamura, T., et al. 2009. Nature 460, 1140.
          Kojima, K., et al. 2006. Blood 108, 993.
          Laurie, N.A., et al. 2006. Nature 444, 61.
          Tovar, C., et al. 2006. Proc. Natl. Acad. Sci. USA 103, 1888.
          Vassilev, L.T. 2006. Trends Mol Med. 13, 23.
          Thompson, T., et al. 2004. J. Biol. Chem. 279, 53015.
          Vassilev, L.T., et al. 2004. Science 303, 844.
          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-August-2012 JSW
          Synonyms(-)-4-(4,5-bis-(4-Chlorophenyl)-2-(2-isopropoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carbonyl)piperazine-2-one
          DescriptionA cell-permeable and highly potent active enantiomer of Nutlin-3 (Cat. No. 444143) that binds to the p53-binding pocket and blocks the interaction of p53 and MDM2 (IC50 = 90 nM). Exhibits over 150-fold greater affinity for MDM2 than its less active enantiomer, Nutlin-3b. Induces p53 mediated apoptosis by both transcription-dependent and independent mechanisms. Shown to greatly potentiate the cytotoxic effects of chemotherapeutic agents and reduce tumor burden in vivo. Also shown to overcome ATM-mediated resistance to fludarabine in chronic lymphocyte leukemia. Cells treated with Nutlin-3a permanently lose their ability to proliferate and enter into a pattern of permanent senescence. Mouse embryonic fibroblasts with p53+/+MEFs show significantly reduced reprogramming capabilities following Nutlin-3a treatment.
          FormWhite powder
          Intert gas (Yes/No) Packaged under inert gas
          CAS number675576-98-4
          Chemical formulaC₃₀H₃₀Cl₂N₄O₄
          Structure formula
          Purity≥98% by HPLC
          SolubilityDMSO (100 mg/ml)
          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
          ReferencesOhnstad, H.O., et al. 2011. BMC Cancer 11, 211.
          Shen, H. and Maki, C.G., 2010. J. Biol. Chem. 285, 23105.
          Kawamura, T., et al. 2009. Nature 460, 1140.
          Kojima, K., et al. 2006. Blood 108, 993.
          Laurie, N.A., et al. 2006. Nature 444, 61.
          Tovar, C., et al. 2006. Proc. Natl. Acad. Sci. USA 103, 1888.
          Vassilev, L.T. 2006. Trends Mol Med. 13, 23.
          Thompson, T., et al. 2004. J. Biol. Chem. 279, 53015.
          Vassilev, L.T., et al. 2004. Science 303, 844.