An inhibitor of cyclin-dependent kinases
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Enantiomer(s)
14006(R)-CR8
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(S)-CR8

Item No. 29985

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-2-[[9-(1-methylethyl)-6-[[[4-(2-pyridinyl)phenyl]methyl]amino]-9H-purin-2-yl]amino]-1-butanol
CAS Number
1084893-56-0
Molecular Formula
C24H29N7O
Formula Weight
431.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: Soluble
λmax
233, 250, 288 nm
SMILES
CC(C)N1C2=NC(N[C@H](CO)CC)=NC(NCC3=CC=C(C4=NC=CC=C4)C=C3)=C2N=C1
InChi Code
InChI=1S/C24H29N7O/c1-4-19(14-32)28-24-29-22(21-23(30-24)31(15-27-21)16(2)3)26-13-17-8-10-18(11-9-17)20-7-5-6-12-25-20/h5-12,15-16,19,32H,4,13-14H2,1-3H3,(H2,26,28,29,30)/t19-/m0/s1
InChi Key
HOCBJBNQIQQQGT-IBGZPJMESA-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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    5 mg

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    10 mg

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    25 mg

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    Product Description

    (S)-CR8 is a second generation derivative of (R)-roscovitine (Item No. 10009569) and an inhibitor of cyclin-dependent kinase 1 (Cdk1/cyclin B), Cdk2/cyclin A, Cdk2/cyclin E, Cdk5/p25, and Cdk9/cyclin T (IC50s = 0.15, 0.08, 0.06, 0.12, and 0.11 µM, respectively).1 It also inhibits casein kinase CK1δ/ε (CKδ/ε) and DYRK1A (IC50s = 0.61 and 0.9 µM, respectively). (S)-CR8 reduces cell viability in human neuroblastoma cell lines, including SH-SY5Y, SK-N-AS, SK-N-BE, and IMR32 cells (IC50s = 0.43, 1.46, 0.13, and 0.14 µM, respectively).2 It also reduces protein levels of the survival factor Mcl-1 in SH-SY5Y cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bettayeb, K., Oumata, N., Echalier, A., et al. CR8, a potent and selective, roscovitine-derived inhibitor of cyclin-dependent kinases. Oncogene 27(44), 5797-5807 (2008).

    2. Bettayeb, K., Baunbaek, D., Delehouze, C., et al. CDK inhibitors roscovitine and CR8 trigger Mcl-I down-regulation and apoptotic cell death in neuroblastoma cells. Genes Cancer 1(4), 369-380 (2010).