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A0966

Sigma-Aldrich

4-Amino-1,8-naphthalimide

solid

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About This Item

Empirical Formula (Hill Notation):
C12H8N2O2
CAS Number:
1742-95-6
Molecular Weight:
212.20
EC Number:
217-110-1
MDL number:
MFCD00006921
UNSPSC Code:
12352204
PubChem Substance ID:
24277696
NACRES:
NA.83

product name

4-Amino-1,8-naphthalimide,

form

solid

mp

360 °C

density

1.105 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

Nc1ccc2C(=O)NC(=O)c3cccc1c23

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

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Helen E Bryant et al.
Nucleic acids research, 34(6), 1685-1691 (2006-03-25)
Poly (ADP-ribose) polymerase (PARP-1), ATM and DNA-dependent protein kinase (DNA-PK) are all involved in responding to DNA damage to activate pathways responsible for cellular survival. Here, we demonstrate that PARP-1-/- cells are sensitive to the ATM inhibitor KU55933 and conversely
Camille Godon et al.
Nucleic acids research, 36(13), 4454-4464 (2008-07-08)
The consequences of PARP-1 disruption or inhibition on DNA single-strand break repair (SSBR) and radio-induced lethality were determined in synchronized, isogenic HeLa cells stably silenced or not for poly(ADP-ribose) polymerase-1 (PARP-1) (PARP-1(KD)) or XRCC1 (XRCC1(KD)). PARP-1 inhibition prevented XRCC1-YFP recruitment
S García et al.
Annals of the rheumatic diseases, 67(5), 631-637 (2007-09-25)
To investigate the effect of poly(ADP-ribose) polymerase (PARP) inhibition on the production of inflammatory mediators and proliferation in tumour necrosis factor (TNF)-stimulated fibroblast-like synoviocytes (FLS) from patients with rheumatoid arthritis (RA). Cultured FLS from patients with RA were treated with
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