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4-Amino-1,8-naphthalimide

4-Amino-1,8-naphthalimide structure

CAS No.: 1742-95-6

Chemical Name:: 4-Amino-1,8-naphthalimide

Synonyms: 6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE;6-AMino-1H-benzo[de]isoquinoline-1,3(2H)-dione;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%

CBNumber:: CB0774002

Molecular Formula:: C12H8N2O2

Molecular Weight:: 212.2

MDL Number:: MFCD00006921

MOL File:: 1742-95-6.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-09-12 18:48:29

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4-Amino-1,8-naphthalimide Properties

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℃
Cosmetics Ingredients Functions	HAIR DYEING
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)
InChIKey	SSMIFVHARFVINF-UHFFFAOYSA-N
SMILES	Nc1ccc2C(=O)NC(=O)c3cccc1c23
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)
UNSPSC Code	12352204
NACRES	NA.83

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
target organs	Respiratory system
PPE	dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39
WGK Germany	3
RTECS	DE4081000
TSCA	TSCA listed
HS Code	29251995
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
REACH Registrations	Inactive

4-Amino-1,8-naphthalimide price More Price(52)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	A0966	4-Amino-1,8-naphthalimide	1742-95-6	20mg	$187	2026-04-30	Buy
Cayman Chemical	18509	4-amino-1,8-Naphthalimide ≥95%	1742-95-6	10mg	$49	2026-04-30	Buy
Cayman Chemical	18509	4-amino-1,8-Naphthalimide ≥95%	1742-95-6	50mg	$213	2026-04-30	Buy
Cayman Chemical	18509	4-amino-1,8-Naphthalimide ≥95%	1742-95-6	100mg	$376	2026-04-30	Buy
Cayman Chemical	18509	4-amino-1,8-Naphthalimide ≥95%	1742-95-6	250mg	$820	2026-04-30	Buy

Product number	Packaging	Price	Buy
A0966	20mg	$187	Buy
18509	10mg	$49	Buy
18509	50mg	$213	Buy
18509	100mg	$376	Buy
18509	250mg	$820	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

Acenaphthylene Sodium dichromate dihydrate Nitric acid Acetic acid Ammonia

Preparation Products

4-Amino-1,8-naphthalimide Suppliers

Global( 89)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
3B Pharmachem (Wuhan) International Co.,Ltd.	18930552037	3bsc@sina.com	China	15813	69
Shandong Xiya Chemical Co., Ltd	13355009207 13355009207	3007715519@qq.com	China	18722	57
Sichuan Kulinan Technology Co., Ltd	400-1166-196 18981987031	cdhxsj@163.com	China	11674	57
Thermo Fisher Scientific	800-810-5118	cnchemical@thermofisher.com	China	17752	75
Guangzhou Isun Pharmaceutical Co., Ltd	020-39119399 18927568969	isunpharm@qq.com	China	4773	55
Bide Pharmatech Ltd.	400-164-7117 18317119277	product02@bidepharm.com	China	40000	60
Shanghai Tombiopharma Chemical Co. Ltd.	13391076197	tombiopharma@163.com	China	4986	55
Sigma-Aldrich	021-61415566 800-8193336	orderCN@merckgroup.com	China	51389	80
DebyeTec.com Inc.	18086626237 18086626237	2693528373@qq.com	China	2937	56

Supplier	Advantage
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Shandong Xiya Chemical Co., Ltd	57
Sichuan Kulinan Technology Co., Ltd	57
Thermo Fisher Scientific	75
Guangzhou Isun Pharmaceutical Co., Ltd	55
Bide Pharmatech Ltd.	60
Shanghai Tombiopharma Chemical Co. Ltd.	55
Sigma-Aldrich	80
DebyeTec.com Inc.	56

View Lastest Price from 4-Amino-1,8-naphthalimide manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2026-07-27	4-amino-1,8-Naphthalimide 1742-95-6	$53.00-143.00		95.51%	10g	TargetMol Chemicals Inc.

4-amino-1,8-Naphthalimide
1742-95-6
$53.00-143.00
95.51%
TargetMol Chemicals Inc.

4-Amino-1,8-naphthalimide Spectrum

4-AMINO-1,8-NAPHTHALIMIDE(1742-95-6)MS 4-AMINO-1,8-NAPHTHALIMIDE(1742-95-6)¹HNMR 4-AMINO-1,8-NAPHTHALIMIDE(1742-95-6)IR1 4-AMINO-1,8-NAPHTHALIMIDE(1742-95-6)Raman

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4-Amino-1,8-naphthalenedicarbimide 4-Amino-1,8-naphthalenedicarboximide 4-Aminonaphthalene-1,8-dicarbimide 6-Amino-2,3-dihydro-1H-benzo[de]isoquinoline-1,3-dione 6-Amino-2H-benzo[de]isoquinoline-1,3-dione 4-Amino-1,8-naphthalimide,98% 6-amino-1h-benz(de)isoquinoline-3(2h)-dione 6-amino-1h-benz[de]isoquinoline-3(2h)-dione 4-aminonaphthalimide 6-amino-1h-benz(de)isoquinoline-1,3(2h)-dione 4-amino-1-hydroxy-7H-purin-6-ol 4-aminonaphthalene-1,8-dicarboximide dfp1 4-ANI 1H-Benzdeisoquinoline-1,3(2H)-dione, 6-amino- 4-AMINO-1,8-NAPHTHALIMIDE 98% TIMTEC-BB SBB003425 3(2H)-dione,6-amino-1H-Benz[de]isoquinoline-1 4-amino-naphthalimid 10-amino-3-azatricyclo[7.3.1.0,13]trideca-1(13),5,7,9,11-pentaene-2,4-dione 4-Aminonaphthalin-1,8-dicarboximid Inhibitor,4amino1,8Naphthalimide,4-Aminonaphthalimide,PARP,inhibit,poly ADP ribose polymerase,4 amino 1,8 Naphthalimide 4-Aminonaphthalimide, PARP-1 inhibitor 4-amino-1,8-Naphthalimide, 10 mM in DMSO 6-AMino-1H-benzo[de]isoquinoline-1,3(2H)-dione 6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE 4-Amino-1,8-naphthalimide 1742-95-6 PARP Regulators PARP Cell Signaling and Neuroscience Cell Biology BioChemical Apoptosis and Cell Cycle Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts PARP (Poly(ADP-Ribose) polymerase) PARP InhibitorsEnzyme Inhibitors by Enzyme PARP Poly(ADP-ribose) PolymeraseCancer Research Antitumor Agents Apoptosis and Cell Cycle P to Therapy Adjuncts