ChemicalBook > CAS DataBase List > 4-AMINO-1,8-NAPHTHALIMIDE

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
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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)
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
RTECS 
DE4081000
TSCA 
Yes
HS Code 
29251995
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A0966
Product name
4-Amino-1,8-naphthalimide
Packaging
20mg
Price
$169
Updated
2024/03/01
Alfa Aesar
Product number
J64358
Product name
4-Amino-1,8-naphthalimide, 95%
Packaging
100mg
Price
$48.65
Updated
2024/03/01
Alfa Aesar
Product number
J64358
Product name
4-Amino-1,8-naphthalimide, 95%
Packaging
1g
Price
$201.65
Updated
2024/03/01
Cayman Chemical
Product number
18509
Product name
4-amino-1,8-Naphthalimide
Purity
≥95%
Packaging
10mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18509
Product name
4-amino-1,8-Naphthalimide
Purity
≥95%
Packaging
50mg
Price
$193
Updated
2024/03/01
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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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4-AMINO-1,8-NAPHTHALIMIDE Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18736
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Shanghai Nuohey Chemical Co., Ltd.
Tel
021-52212593 13761626812
Fax
+86 (21) 51062076
Email
sales@nuohey.com
Country
China
ProdList
10703
Advantage
60
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17779
Advantage
75
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
Shanghai Tombiopharma Chemical Co. Ltd.
Tel
13391076197
Email
tombiopharma@163.com
Country
China
ProdList
4987
Advantage
55
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9926
Advantage
65

1742-95-6, 4-AMINO-1,8-NAPHTHALIMIDERelated Search:


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  • PARP Regulators
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