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4-amino-1,8-Naphthalimide (Synonyms: 4-Aminonaphthalimide,4-ANI)

Catalog No.GC11761

4-amino-1,8-Naphthalimide is a potent PARP inhibitor and potentiates the cytotoxicity of γ-radiation in cancer cells.

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4-amino-1,8-Naphthalimide Chemical Structure

Cas No.: 1742-95-6

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Sample solution is provided at 25 µL, 10mM.

Description of 4-amino-1,8-Naphthalimide

4-amino-1,8-Naphthalimide is a novel inhibitor of PARP with IC50 value of 180 nM [1][3].

The poly(ADP-ribose) polymerases (PARPs) is a nuclear enzyme that catalyzes a transfer of the ADP-ribose moiety of NAD+ to acceptor protein with a concomitant release of nicotinamide. PARPs play important roles in DNA repair, cell differentiation, control of cell cycle, transformation, transcription, and alteration of chromatin architecture [2][3][4].

4-amino-1,8-Naphthalimide (4-ANI) is a novel PARP inhibitor and a radiation sensitizer. In exponentially growing hamster lung fibroblasts (V79), rat prostate carcinoma (R3327-AT1) and human prostate carcinoma (DU145) cells, 4-ANI significantly potentiated the cytotoxicity of gamma-irradiation in a dose dependent way and is not cytotoxic in the absence of radiation. 4-ANI was used to study the role of PARP activity in a variety of cell systems [1][3].

References:
[1].  Schlicker A, Peschke P, Bürkle A, et al. 4-Amino-1,8-naphthalimide: a novel inhibitor of poly(ADP-ribose) polymerase and radiation sensitizer. Int J Radiat Biol. 1999 Jan;75(1):91-100.
[2].  Davar D1, Beumer JH, Hamieh L, et al. Role of PARP inhibitors in cancer biology and therapy. Curr Med Chem. 2012;19(23):3907-21.
[3].  Banasik M, Komura H, Shimoyama M,et al. Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase. J Biol Chem. 1992 Jan 25;267(3):1569-75.
[4].  Issaeva N, Thomas HD, Djureinovic T, et al. 6-thioguanine selectively kills BRCA2-defective tumors and overcomes PARP inhibitor resistance. Cancer Res. 2010 Aug 1;70(15):6268-76.

Chemical Properties of 4-amino-1,8-Naphthalimide

Cas No. 1742-95-6 SDF
Synonyms 4-Aminonaphthalimide,4-ANI
Chemical Name 6-amino-1H-benz[de]isoquinoline-1,3(2H)-dione
Canonical SMILES NC1=C2C(C3=CC=C2)=C(C=C1)C(NC3=O)=O
Formula C12H8N2O2 M.Wt 212.2
Solubility ≤1mg/ml in DMSO;0.3mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 4-amino-1,8-Naphthalimide

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1 mg 5 mg 10 mg
1 mM 4.7125 mL 23.5627 mL 47.1254 mL
5 mM 0.9425 mL 4.7125 mL 9.4251 mL
10 mM 0.4713 mL 2.3563 mL 4.7125 mL
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