A pro-apoptotic Cdk2/cyclin A inhibitor
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SU 9516

Item No. 14796

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,3-dihydro-3Z-(1H-imidazol-5-ylmethylene)-5-methoxy-2H-indol-2-one
CAS Number
377090-84-1
Molecular Formula
C13H11N3O2
Formula Weight
241.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
271, 291, 348, 354 nm
SMILES
O=C1NC2=CC=C(OC)C=C2/C1=C/C3=CNC=N3
InChi Code
InChI=1S/C13H11N3O2/c1-18-9-2-3-12-10(5-9)11(13(17)16-12)4-8-6-14-7-15-8/h2-7H,1H3,(H,14,15)(H,16,17)/b11-4-
InChi Key
QNUKRWAIZMBVCU-WCIBSUBMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $153

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    25 mg

    $336

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    Product Description

    SU 9516 is a 3-substituted indolinone that has anti-proliferative and pro-apoptotic activity in tumor cells. It is a potent inhibitor of several cyclin-dependent kinases (CDKs) with selectivity for Cdk2 (IC50s = 22, 40, and 200 nM for Cdk2/cyclin A, Cdk1/cyclin B, and Cdk4/cyclin D1).1 It does not inhibit PKC, p38, PDGFR, or EGFR (IC50s = >10 µM).1 SU 9516 inhibits phosphorylation of the retinoblastoma protein pRb, resulting in increased pRb/E2F complex formation, cell-cycle arrest, and subsequent apoptosis.1,2 In leukemia cells (U937, Jurkat, and HL-60 cells) SU 9516 downregulates transcription of the antiapoptotic protein Mcl-1, leading to mitochondrial injury and cell death.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lane, M.E., Yu, B., Rice, A., et al. A novel cdk2-selective inhibitor, SU9516, induces apoptosis in colon carcinoma cells. Cancer Res. 61(16), 6170-6177 (2001).

    2. Yu, B., Lane, M.E., and Wadler, S. SU9516, a cyclin-dependent kinase 2 inhibitor, promotes accumulation of high molecular weight E2F complexes in human colon carcinoma cells. Biochem. Pharmacol. 64(7), 1091-1100 (2002).

    3. Gao, N., Kramer, L., Rahmani, M., et al. The three-substituted indolinone cyclin-dependent kinase 2 inhibitor 3-[1-(3H-imidazol-4-yl)-meth-(Z)-ylidene]-5-methoxy-1,3-dihydro-indol-2-one (SU9516) kills human leukemia cells via down-regulation of Mcl-1 through a transcriptional mechanism. Mol. Pharmacol. 70(2), 645-655 (2006).