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
- Molecular Weight:
- 212.2
- MDL Number:
- MFCD00006921
- MOL File:
- 1742-95-6.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | S529AR2S8B |
| EPA Substance Registry System | 1H-Benz[de]isoquinoline-1,3(2H)-dione, 6-amino- (1742-95-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37/39 |
| WGK Germany | 3 |
| RTECS | DE4081000 |
| TSCA | Yes |
| HS Code | 29251995 |
4-AMINO-1,8-NAPHTHALIMIDE price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A0966 | 4-Amino-1,8-naphthalimide | 1742-95-6 | 20mg | $169 | 2024-03-01 | Buy |
| Alfa Aesar | J64358 | 4-Amino-1,8-naphthalimide, 95% | 1742-95-6 | 100mg | $48.65 | 2024-03-01 | Buy |
| Alfa Aesar | J64358 | 4-Amino-1,8-naphthalimide, 95% | 1742-95-6 | 1g | $201.65 | 2024-03-01 | Buy |
| Cayman Chemical | 18509 | 4-amino-1,8-Naphthalimide ≥95% | 1742-95-6 | 10mg | $44 | 2024-03-01 | Buy |
| Cayman Chemical | 18509 | 4-amino-1,8-Naphthalimide ≥95% | 1742-95-6 | 50mg | $193 | 2024-03-01 | Buy |
4-AMINO-1,8-NAPHTHALIMIDE Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 7836 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | CHINA | 52867 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49999 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131981 | 58 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006608290; 18621169109 | market03@meryer.com | China | 40241 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
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