| Identification | Back Directory | [Name]
4-AMINO-1,8-NAPHTHALIMIDE | [CAS]
1742-95-6 | [Synonyms]
dfp1
4-ANI
TIMTEC-BB SBB003425
4-amino-naphthalimid
4-aminonaphthalimide
4-AMINO-1,8-NAPHTHALIMIDE
4-AMINO-1,8-NAPHTHALIMIDE 98%
4-Amino-1,8-naphthalimide,98%
4-Amino-1,8-naphthalenedicarbimide
4-Aminonaphthalene-1,8-dicarbimide
4-Amino-1,8-naphthalenedicarboximide
4-aminonaphthalene-1,8-dicarboximide
6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE
6-Amino-2H-benzo[de]isoquinoline-1,3-dione
6-amino-1h-benz(de)isoquinoline-3(2h)-dione
6-amino-1h-benz[de]isoquinoline-3(2h)-dione
6-amino-1h-benz(de)isoquinoline-1,3(2h)-dione
3(2H)-dione,6-amino-1H-Benz[de]isoquinoline-1
1H-Benzdeisoquinoline-1,3(2H)-dione, 6-amino-
6-AMino-1H-benzo[de]isoquinoline-1,3(2H)-dione
6-Amino-2,3-dihydro-1H-benzo[de]isoquinoline-1,3-dione | [EINECS(EC#)]
217-110-1 | [Molecular Formula]
C12H8N2O2 | [MDL Number]
MFCD00006921 | [MOL File]
1742-95-6.mol | [Molecular Weight]
212.2 |
| Chemical Properties | Back Directory | [Appearance]
orange amorphous powder | [Melting point ]
360 °C
| [Boiling point ]
352.04°C (rough estimate) | [density ]
1.105 g/mL at 25 °C(lit.)
| [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.6000 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO | [form ]
Orange solid. | [pka]
9.53±0.20(Predicted) | [color ]
Yellow to brown | [Water Solubility ]
354mg/L at 25℃ | [LogP]
1.08 | [CAS DataBase Reference]
1742-95-6 | [EPA Substance Registry System]
1H-Benz[de]isoquinoline-1,3(2H)-dione, 6-amino- (1742-95-6) |
| Hazard Information | Back Directory | [Chemical Properties]
orange amorphous powder | [Uses]
The poly(ADP-ribose) polymerases (PARPs) form a family of enzymes with roles in DNA repair and apoptosis, particularly in response to reactive oxygen and nitrogen species. 4-amino-1,8-Naphthalimide (4-ANI) is an inhibitor of PARP (IC50 = 180 nM). It blocks radiation-induced PARP in cancer cells, potentiating the cytotoxicity of γ-radiation, although it is not cytotoxic in the absence of radiation. 4-ANI is used to study the role of PARP activity in various cell systems. | [Description]
The poly(ADP-ribose) polymerases (PARPs) form a family of enzymes with roles in DNA repair and apoptosis, particularly in response to reactive oxygen and nitrogen species. 4-amino-1,8-Naphthalimide (4-ANI) is an inhibitor of PARP (IC50 = 180 nM). It blocks radiation-induced PARP in cancer cells, potentiating the cytotoxicity of γ-radiation, although it is not cytotoxic in the absence of radiation. 4-ANI is used to study the role of PARP activity in various cell systems. | [Definition]
ChEBI: 4-amino-1,8-naphthalimide is a benzoisoquinoline and a dicarboximide. | [Biochem/physiol Actions]
4-Amino-1,8-naphthalimide sensitizes cells to radiation-induced cell damage and enhances the cytotoxicity of 1-methyl-3-nitro-1-nitrosoguanidine. | [Enzyme inhibitor]
This PARP inhibitor (FW = 212.21 g/mol) is a strong inhibitor of NAD:ADP-ribosyltransferase or poly(ADP-ribose) polymerase (IC50 = 0.18 μM). In addition, 4-Amino-1,8-naphthalimide is a radiation sensitizer at non-toxic and low concentrations. | [storage]
Store at -20°C | [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. |
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