A prodrug of cRIPGBM
Related Products
Active Metabolite(s)
38115cRIPGBM
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Product Categories

Product Type

Biochemicals

Research Area

Cancer
Cancer Stem Cell Research
Cell Death
Apoptosis

RIPGBM

Item No. 27860

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1,4-dihydro-1,4-dioxo-3-[(phenylmethyl)amino]-2-naphthalenyl]-N-[(4-fluorophenyl)methyl]-acetamide
CAS Number
355406-76-7
Molecular Formula
C26H21FN2O3
Formula Weight
428.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: soluble
λmax
273, 404 nm
SMILES
O=C1C(N(CC2=CC=C(F)C=C2)C(C)=O)=C(NCC3=CC=CC=C3)C(C4=CC=CC=C41)=O
InChi Code
InChI=1S/C26H21FN2O3/c1-17(30)29(16-19-11-13-20(27)14-12-19)24-23(28-15-18-7-3-2-4-8-18)25(31)21-9-5-6-10-22(21)26(24)32/h2-14,28H,15-16H2,1H3
InChi Key
COATXBHZYVUJQP-UHFFFAOYSA-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

    RIPGBM is a prodrug form of the pro-apoptotic compound cRIPGBM.1 It is converted to cRIPGBM in GBM-1 glioblastoma multiforme (GBM) cancer stem cells (CSCs) but not primary human lung fibroblasts (HLFs). RIPGBM induces apoptosis in GBM CSCs (EC50 = ≤500 nM) and selectively reduces survival of GBM-1 cells (EC50 = 0.22 μM) over human neural stem cells, primary human astrocytes, and primary HLFs (EC50s = 1.7, 2.9, and 3.5 μM, respectively). It reduces tumor growth in a GBM mouse xenograft model using patient-derived GBM-39 cells engineered to express IR fluorescent protein 720 (IRFP720) when administered at a dose of 50 mg/kg twice per day.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lucki, N.C., Villa, G.R., Vergani, N., et al. A cell type-selective apoptosis-inducing small molecule for the treatment of brain cancer. Proc. Natl. Acad. Sci. USA 116(13), 6435-6440 (2019).