A PARP inhibitor
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4-amino-1,8-Naphthalimide

Item No. 18509

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-amino-1H-benz[de]isoquinoline-1,3(2H)-dione
CAS Number
1742-95-6
Synonyms
  • 4-Aminonaphthalimide
  • 4-ANI
Molecular Formula
C12H8N2O2
Formula Weight
212.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.3 mg/mlDMSO: 1 mg/ml
λmax
227, 252, 275, 435 nm
SMILES
NC1=C2C(C3=CC=C2)=C(C=C1)C(NC3=O)=O
InChi Code
InChI=1S/C12H8N2O2/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(15)14-12(8)16/h1-5H,13H2,(H,14,15,16)
InChi Key
SSMIFVHARFVINF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

    $213

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    100 mg

    $376

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    250 mg

    $820

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    Cayman Chemical
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    Product Description

    4-amino-1,8-Naphthalimide (4-ANI) is an inhibitor of PARP (IC50 = 180 nM).1 It blocks radiation-induced PARP in cancer cells, potentiating the cytotoxicity of γ-radiation, although it is not cytotoxic in the absence of radiation.2 4-ANI is used to study the role of PARP activity in various cell systems.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Banasik, M., Komura, H., Shimoyama, M., et al. Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase. The Journal of Biological Chemisty 267(3), 1569-1575 (1992).

    2. Schlicker, A., Peschke, P., Burkle, A., et al. 4-Amino-1,8-naphthalimide: A novel inhibitor of poly(ADP-ribose) polymerase and radiation sensitizer. Int. J. Radiat. Biol. 75(1), 91-100 (1999).

    3. Issaeva, N., Thomas, H.D., Djureinovic, T., et al. 6-thioguanine selectively kills BRCA2-defective tumors and overcomes PARP inhibitor resistance. Cancer Res. 70(15), 6268-6276 (2010).

    4. Horton, J.K., Stefanick, D.F., Gassman, N.R., et al. Preventing oxidation of cellular XRCC1 affects PARP-mediated DNA damage responses. DNA Repair (Amst) 12(9), 774-785 (2013).

    5. Luo, Q., Li, Y., Lai, Y., et al. The role of NF-κB in PARP-inhibitor-mediated sensitization and detoxification of arsenic trioxide in hepatocellular carcinoma cells. J. Toxicol. Sci. 40(3), 349-363 (2015).