An inhibitor of the p53-Mdm2 interaction
Related Products
Enantiomer(s)
10009816(+)-Nutlin-3
Isomer(s)
10004372(±)-Nutlin-3
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(−)-Nutlin-3

Item No. 18585

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[(4S,5R)-4,5-bis(4-chlorophenyl)-4,5-dihydro-2-[4-methoxy-2-(1-methylethoxy)phenyl]-1H-imidazol-1-yl]carbonyl]-2-piperazinone
CAS Number
675576-98-4
Synonyms
  • Nutlin 3a
Molecular Formula
C30H30Cl2N4O4
Formula Weight
581.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMF:PBS (pH 7.2) (1:1): 0.1 mg/ml
SMILES
ClC1=CC=C([C@@H]2[C@H](C3=CC=C(Cl)C=C3)N=C(C4=CC=C(OC)C=C4OC(C)C)N2C(N5CCN([H])C(C5)=O)=O)C=C1
InChi Code
InChI=1S/C30H30Cl2N4O4/c1-18(2)40-25-16-23(39-3)12-13-24(25)29-34-27(19-4-8-21(31)9-5-19)28(20-6-10-22(32)11-7-20)36(29)30(38)35-15-14-33-26(37)17-35/h4-13,16,18,27-28H,14-15,17H2,1-3H3,(H,33,37)/t27-,28+/m0/s1
InChi Key
BDUHCSBCVGXTJM-WUFINQPMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    (–)-Nutlin-3 is an inhibitor of the protein-protein interaction between p53 and Mdm2 (IC50 = 0.09 µM).1 It increases p53 levels, induces apoptosis, and reduces cell viability in HCT116, SJSA-1, and RKO cells that express wild-type p53 but not MDA-MB-435 or SW480 cells expressing mutant p53. (–)-Nutlin-3 (200 mg/kg) reduces tumor volume in SJSA-1, MHM, LNCaP, and 22Rv1 mouse xenograft models.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vassilev, L.T., Vu, B.T., Graves, B., et al. In vivo activation of the p53 pathway by small-molecule antagonists of MDM2. Science 303(5659), 844-848 (2004).

    2. Tovar, C., Rosinski, J., Filipovic, Z., et al. Small-molecule MDM2 antagonists reveal aberrant p53 signaling in cancer: Implications for therapy. Proc. Natl. Acad. Sci. USA 103(6), 1888-1893 (2006).

    Product Citations

    Jewett, K.A., Christian, C.A., Bacos, J.T., et al. Feedback modulation of neural network synchrony and seizure susceptibility by Mdm2-p53-Nedd4-2 signaling. Mol. Brain 9(32), (2016).

    Huang, y., Wolf, S., Beck, B., et al. Discovery of highly potent p53-MDM2 antagonists and structural basis for anti-acute myeloid leukemia activities. ACS Chem. Biol. 9(3), 802-811 (2014).