A PARP1 and TNKS2 inhibitor
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EB 47 (hydrochloride)

Item No. 34684

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5′-deoxy-5′-[4-[2-[(2,3-dihydro-1-oxo-1H-isoindol-4-yl)amino]-2-oxoethyl]-1-piperazinyl]-5′-oxo-adenosine, dihydrochloride
CAS Number
1190332-25-2
Molecular Formula
C24H27N9O6 • 2HCl
Formula Weight
610.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 50 mg/ml, sonicated
SMILES
O=C(N1CCN(CC(NC2=C3C(C(NC3)=O)=CC=C2)=O)CC1)[C@H]4O[C@@]([H])(N5C=NC6=C(N)N=CN=C65)[C@H](O)[C@@H]4O.Cl.Cl
InChi Code
InChI=1S/C24H27N9O6.2ClH/c25-20-16-21(28-10-27-20)33(11-29-16)24-18(36)17(35)19(39-24)23(38)32-6-4-31(5-7-32)9-15(34)30-14-3-1-2-12-13(14)8-26-22(12)37;;/h1-3,10-11,17-19,24,35-36H,4-9H2,(H,26,37)(H,30,34)(H2,25,27,28);2*1H/t17-,18+,19-,24+;;/m0../s1
InChi Key
VVMQSDIMNDTMII-MYXHFVDASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $54

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    Product Description

    EB 47 is an inhibitor of poly(ADP-ribose) polymerase 1 (PARP1; IC50 = 45 nM) and a dual site inhibitor of tankyrase 2 (TNKS2; IC50 = 45 nM).1,2 It also inhibits tankyrase 1 (TNKS1) and PARP10 (IC50s = 410 and 1,179 nM, respectively).2,3 EB 47 (10 mg/kg per hour) reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jagtap, P.G., Southan, G.J., Baloglu, E., et al. The discovery and synthesis of novel adenosine substituted 2,3-dihydro-1H-isoindol-1-ones: Potent inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1). Bioorg. Med. Chem. Lett. 14(1), 81-85 (2004).

    2. Haikarainen, T., Narwal, M., Joensuu, P., et al. Evaluation and structural basis for the inhibition of tankyrases by PARP inhibitors. ACS Med. Chem. Lett. 5(1), 18-22 (2013).

    3. Venkannagari, H., Fallarero, A., Feijs, K.L.H., et al. Activity-based assay for human mono-ADP-ribosyltransferases ARTD7/PARP15 and ARTD10/PARP10 aimed at screening and profiling inhibitors. Eur. J. Pharm. Sci. 49(2), 148-156 (2013).

    4. Ferraris, D.V. Evolution of poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors. From concept to clinic. J. Med. Chem. 53(12), 4561-4584 (2010).