A0966
4-Amino-1,8-naphthalimide
solid
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About This Item
Empirical Formula (Hill Notation):
C12H8N2O2
CAS Number:
Molecular Weight:
212.20
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
217-110-1
MDL number:
Product Name
4-Amino-1,8-naphthalimide,
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
SMILES string
Nc1ccc2C(=O)NC(=O)c3cccc1c23
form
solid
mp
360 °C
density
1.105 g/mL at 25 °C (lit.)
storage temp.
−20°C
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A Schlicker et al.
International journal of radiation biology, 75(1), 91-100 (1999-02-11)
Poly(ADP-ribose) polymerase (PARP; EC 2.4.2.30) is a chromatin-bound enzyme which is known to regulate chromatin structure by poly(ADP-ribosyl)ation of nuclear proteins, to facilitate DNA base excision repair, and to contribute to cellular recovery following DNA damage. Because inhibitors of PARP
M Banasik et al.
The Journal of biological chemistry, 267(3), 1569-1575 (1992-01-25)
Two classes of enzymes, poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferases, catalyze covalent attachment of multiple or single residues, respectively, of the ADP-ribose moiety of NAD+ to various proteins. In order to find good inhibitors of poly(ADP-ribose) synthetase free of side actions and
Raman Parkesh et al.
Organic & biomolecular chemistry, 5(2), 310-317 (2007-01-06)
The design and synthesis of two novel fluorescent sensors based on the photoinduced electron transfer (PET) concept, and , for the detection of zinc under competitive media is described. These sensors are based on the 4-amino-1,8-naphthalimide fluorophore, which has an
Kenjiro Hanaoka et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(2), 568-572 (2009-11-18)
Fluorescence imaging is a powerful tool for the visualization of biological molecules in living cells, tissue slices, and whole bodies, and is important for elucidating biological phenomena. Furthermore, zinc (Zn(2+)) is the second most abundant heavy metal ion in the
J A Muñoz-Gámez et al.
Cancer letters, 301(1), 47-56 (2010-11-26)
The purpose of this study was to investigate whether PARP-1 inhibition sensitizes human liver cancer cell lines to doxorubicin treatment. Both the addition of PARP-1 inhibitor (ANI) and depletion by means of stable siRNA significantly enhanced the growth inhibition induced
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