A nutlin-3 analog with p53 modulating activity
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Product Type

Biochemicals

Research Area

Cancer

Caylin-2

Item No. 10005002

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4,5-bis(4-trifluoromethyl-phenyl)-2-(2-isopropoxy-4-methoxy-phenyl)-4,5-dihydro-imidazole-1-carboxyl]-piperazin-2-one
CAS Number
1392830-09-9
Molecular Formula
C32H30F6N4O4
Formula Weight
648.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2)(1:3): .025 mg/ml
SMILES
COc1ccc(c(OC(C)C)c1)C1=N[C@@H](c2ccc(c(c2)C(F)(F)F)C(F)(F)F)[C@@H](c2cccc(c2)C(F)(F)F)N1C(=O)N1CCNC(=O)C1
InChi Code
InChI=1S/C32H30F6N4O4/c1-18(2)46-25-16-23(45-3)12-13-24(25)29-40-27(19-4-8-21(9-5-19)31(33,34)35)28(20-6-10-22(11-7-20)32(36,37)38)42(29)30(44)41-15-14-39-26(43)17-41/h4-13,16,18,27-28H,14-15,17H2,1-3H3,(H,39,43)/t27-,28+/m0/s1
InChi Key
HXLGOAAYXPLLCI-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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    Cayman Chemical
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    Product Description

    Nutlin-3 is an activator of p53 that functions by inhibiting the interaction of p53 with MDM2, a negative regulator of p53 activity.1 Caylin-2 is a nutlin-3 analog in which trifluoromethyl groups have been substituted for chlorine on the 2 phenyl rings. At high concentrations, caylin-2 inhibits the growth of HCT116 cells with an IC50 of approximately 8 µM, making it about 10-fold less potent than nutlin-3. Interestingly, at concentrations between 5-100 nM, caylin-2 promotes the growth of HCT116 cells approximately 40% compared to untreated cells.2 The mechanism of the growth promoting properties of caylin-2 have not yet been elucidated.

    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).