4-AMINO-1,8-NAPHTHALIMIDE
- Product Name
- 4-AMINO-1,8-NAPHTHALIMIDE
- CAS No.
- 1742-95-6
- Chemical Name
- 4-AMINO-1,8-NAPHTHALIMIDE
- Synonyms
- dfp1;4-ANI;TIMTEC-BB SBB003425;4-aminonaphthalimide;4-amino-naphthalimid;4-AMINO-1,8-NAPHTHALIMIDE;4-Amino-1,8-naphthalimide,98%;4-AMINO-1,8-NAPHTHALIMIDE 98%;4-amino-1-hydroxy-7H-purin-6-ol;4-Amino-1,8-naphthalenedicarbimide
- CBNumber
- CB0774002
- Molecular Formula
- C12H8N2O2
- Formula Weight
- 212.2
- MOL File
- 1742-95-6.mol
4-AMINO-1,8-NAPHTHALIMIDE Property
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A0966
- Product name
- 4-Amino-1,8-naphthalimide
- Packaging
- 20mg
- Price
- $169
- Updated
- 2024/03/01
- Product number
- J64358
- Product name
- 4-Amino-1,8-naphthalimide, 95%
- Packaging
- 100mg
- Price
- $48.65
- Updated
- 2024/03/01
- Product number
- J64358
- Product name
- 4-Amino-1,8-naphthalimide, 95%
- Packaging
- 1g
- Price
- $201.65
- Updated
- 2024/03/01
- Product number
- 18509
- Product name
- 4-amino-1,8-Naphthalimide
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 18509
- Product name
- 4-amino-1,8-Naphthalimide
- Purity
- ≥95%
- Packaging
- 50mg
- Price
- $193
- Updated
- 2024/03/01
4-AMINO-1,8-NAPHTHALIMIDE Chemical Properties,Usage,Production
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.
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.
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.
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.
4-AMINO-1,8-NAPHTHALIMIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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