A prodrug for a potent Aurora B inhibitor
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Active Metabolite(s)
11602AZD 1152-HQPA
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AZD 1152 (hydrochloride)

Item No. 13647

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[7-[3-[ethyl[2-(phosphonooxy)ethyl]amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-1H-pyrazole-3-acetamide, dihydrochloride
CAS Number
722543-50-2
Synonyms
  • Barasertib
Molecular Formula
C26H31FN7O6P • 2HCl
Formula Weight
660.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
245, 343 nm
SMILES
CCN(CCOP(O)(O)=O)CCCOC1=CC2=C(C(NC3=CC(CC(NC4=CC(F)=CC=C4)=O)=NN3)=NC=N2)C=C1.Cl.Cl
InChi Code
InChI=1S/C26H31FN7O6P.2ClH/c1-2-34(10-12-40-41(36,37)38)9-4-11-39-21-7-8-22-23(16-21)28-17-29-26(22)31-24-14-20(32-33-24)15-25(35)30-19-6-3-5-18(27)13-19;;/h3,5-8,13-14,16-17H,2,4,9-12,15H2,1H3,(H,30,35)(H2,36,37,38)(H2,28,29,31,32,33);2*1H
InChi Key
PEVRMFUIHQMEHQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $28

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    5 mg

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    10 mg

    $165

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    25 mg

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    Product Description

    AZD 1152 is an orally bioavailable prodrug of AZD 1152-HQPA, a selective inhibitor of Aurora kinase B (IC50 = 0.36 nM).1 AZD 1152 is converted to AZD 1152-HQPA in plasma. Inhibition of Aurora B results in disruption of spindle checkpoint functions and chromosome alignment, resulting in inhibition of cytokinesis followed by apoptosis.2,3 AZD 1152 inhibits tumor xenograft growth in vivo.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mortlock, A.A., Foote, K.M., Heron, N.M., et al. Discovery, synthesis, and in vivo activity of a new class of pyrazoloquinazolines as selective inhibitors of aurora B kinase. J. Med. Chem. 50(9), 2213-2224 (2007).

    2. Popescu, R., Heiss, E.H., Ferk, F., et al. Ikarugamycin induces DNA damage, intracellular calcium increase, p38 MAP kinase activation and apoptosis in HL-60 human promyelocytic leukemia cells. Mutat. Res. 709-710, 60-66 (2011).

    3. Moore, A.S., Blagg, J., Linardopoulos, S., et al. Aurora kinase inhibitors: Novel small molecules with promising activity in acute myeloid and Philadelphia-positive leukemias. Leukemia 24(4), 671-678 (2010).

    4. Wilkinson, R.W., Odedra, R., Heaton, S.P., et al. AZD1152, a selective inhibitor of Aurora B kinase, inhibits human tumor xenograft growth by inducing apoptosis. Clin. Cancer. Res 13(12), 3682-3688 (2007).

    5. Yang, J., Ikezoe, T., Nishioka, C., et al. AZD1152, a novel and selective aurora B kinase inhibitor, induces growth arrest, apoptosis, and sensitization for tubulin depolymerizing agent or topoisomerase II inhibitor in human acute leukemia cells in vitro and in vivo. Blood 110(6), 2034-2040 (2007).