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

444152
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
675576-98-4C₃₀H₃₀Cl₂N₄O₄

Products

Catalogue NumberPackaging Qty/Pack
444152-5MG Glass bottle 5 mg
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 ImageStructure formula Image
Quality LevelMQ100
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

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

Title

Safety Data Sheet (SDS) 

MDM2 Antagonist IV, Nutlin-3a - CAS 675576-98-4 - Calbiochem 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 formulaStructure 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.