4-AMINO-1,8-NAPHTHALIMIDE

Modify Date: 2026-07-01 21:50:59

4-AMINO-1,8-NAPHTHALIMIDE Structure
4-AMINO-1,8-NAPHTHALIMIDE structure
Common Name 4-AMINO-1,8-NAPHTHALIMIDE
CAS Number 1742-95-6 Molecular Weight 212.20
Density 1.105 g/mL at 25ºC(lit.) Boiling Point 544.1ºC at 760 mmHg
Molecular Formula C12H8N2O2 Melting Point 360ºC
MSDS Chinese USA Flash Point 282.8ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of 4-AMINO-1,8-NAPHTHALIMIDE


4-Aminonaphthalimide is a potent PARP inhibitor and potentiates the cytotoxicity of γ-radiation in cancer cells[1].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 4-amino-1,8-naphthalimide
Synonym More Synonyms

 4-AMINO-1,8-NAPHTHALIMIDE Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 4-Aminonaphthalimide is a potent PARP inhibitor and potentiates the cytotoxicity of γ-radiation in cancer cells[1].
Related Catalog
References

[1]. Schlicker 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.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.105 g/mL at 25ºC(lit.)
Boiling Point 544.1ºC at 760 mmHg
Melting Point 360ºC
Molecular Formula C12H8N2O2
Molecular Weight 212.20
Flash Point 282.8ºC
Exact Mass 212.05900
PSA 75.95000
LogP 1.64270
Vapour Pressure 6.75E-12mmHg at 25°C
Index of Refraction 1.764
InChIKey SSMIFVHARFVINF-UHFFFAOYSA-N
SMILES Nc1ccc2c3c(cccc13)C(=O)NC2=O

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DE4081000
CHEMICAL NAME :
1H-Benz(de)isoquinoline-1,3(2H)-dione, 6-amino-
CAS REGISTRY NUMBER :
1742-95-6
BEILSTEIN REFERENCE NO. :
0177185
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H8-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 42(1),111,1977

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-37/39
RIDADR NONH for all modes of transport
RTECS DE4081000

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~51%

4-AMINO-1,8-NAPHTHALIMIDE Structure

4-AMINO-1,8-NAP...

CAS#:1742-95-6

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Literature: Alexiou, Michael; Tyman, John; Wilson, Ian Tetrahedron Letters, 1981 , vol. 22, # 24 p. 2303 - 2306

~%

4-AMINO-1,8-NAPHTHALIMIDE Structure

4-AMINO-1,8-NAP...

CAS#:1742-95-6

Learn More
Literature: DE602944 , ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 21, p. 370 US2006017 , ;

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  1

DownStream  0

 Articles32

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

A new polymerizable fluorescent PET chemosensor of fluoride (F-) based on naphthalimide-thiourea dye.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 90 , 85-92, (2012)

A novel N-allyl-4-amino-substituted 1,8-naphthalimide dye, containing thiourea functional group with intense yellow-green fluorescence was successfully synthesized. Copolymerization was done with styr...

Preventing oxidation of cellular XRCC1 affects PARP-mediated DNA damage responses.

DNA Repair (Amst.) 12(9) , 774-85, (2013)

Poly(ADP-ribose) polymerase-1 (PARP-1) binds intermediates of base excision repair (BER) and becomes activated for poly(ADP-ribose) (PAR) synthesis. PAR mediates recruitment and functions of the key B...

[Effect of PARP-1 inhibitor 4-amino-1 ,8-naphthalimide on the on the sensitivity of adriamycin].

Wei Sheng Yan Jiu 41(2) , 173-9, (2012)

To explore the effect of inhibition of poly (ADP-ribose) polymerase-1 (PARP-1) on the sensitivity of cells to adriamycin (ADM).Mouse embryonic fibroblasts (MEFs) were divided into two groups according...

 4-AMINO-1,8-NAPHTHALIMIDEBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: DRUGMATRIX: Opiate delta1 (OP1, DOP) radioligand binding (ligand: [3H] Naltrindole)
Source: ChEMBL
Target: Delta-type opioid receptor
External Id: CHEMBL1909180
Name: DRUGMATRIX: Nitric Oxide Synthase, Inducible (iNOS) enzyme inhibition (substrate: L-A...
Source: ChEMBL
Target: Nitric oxide synthase, inducible
External Id: CHEMBL1909179
Name: DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL1909182
Name: Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL1266185
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Kappa-type opioid receptor
External Id: CHEMBL1909181
Name: DRUGMATRIX: Phosphodiesterase PDE3 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909184
Name: DRUGMATRIX: Phorbol Ester radioligand binding (ligand: [3H] PDBu)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909183
Name: DRUGMATRIX: Phosphodiesterase PDE5 enzyme inhibition (substrate: [3H]cGMP + cGMP)
Source: ChEMBL
Target: cGMP-specific 3',5'-cyclic phosphodiesterase
External Id: CHEMBL1909186
Name: DRUGMATRIX: Phosphodiesterase PDE4 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909185
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

6-aminobenzo[de]isoquinoline-1,3-dione
EINECS 217-092-5
4-Amino-1,8-naphthalimide
6-Amino-1H-benzo[de]isoquinoline-1,3(2H)-dione
MFCD00001892

 4-AMINO-1,8-NAPHTHALIMIDE | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What are the upstream materials of 4-amino-1,8-naphthalimide?
A: Related upstream materials(CAS) of 4-amino-1,8-naphthalimide: 6642-29-1.
Q: What is the SMILES notation of 4-amino-1,8-naphthalimide?
A: SMILES notation of 4-amino-1,8-naphthalimide is Nc1ccc2c3c(cccc13)C(=O)NC2=O.
Q: What is the CAS number of 4-amino-1,8-naphthalimide?
A: CAS number of 4-amino-1,8-naphthalimide is 1742-95-6.
Q: What is the InChIKey of 4-amino-1,8-naphthalimide?
A: InChIKey of 4-amino-1,8-naphthalimide is SSMIFVHARFVINF-UHFFFAOYSA-N.
Q: What English synonyms does 4-amino-1,8-naphthalimide have?
A: English synonyms of 4-amino-1,8-naphthalimide: 6-aminobenzo[de]isoquinoline-1,3-dione, EINECS 217-092-5, 4-Amino-1,8-naphthalimide, 6-Amino-1H-benzo[de]isoquinoline-1,3(2H)-dione, MFCD00001892.
Q: What is the LogP of 4-amino-1,8-naphthalimide?
A: LogP of 4-amino-1,8-naphthalimide is 1.64270.
Q: What are the uses of 4-amino-1,8-naphthalimide?
A: Main uses of 4-amino-1,8-naphthalimide: 4-Aminonaphthalimide is a potent PARP inhibitor and potentiates the cytotoxicity of γ-radiation in cancer cells[1].
Q: What is the safety information for 4-amino-1,8-naphthalimide?
A: Safety information for 4-amino-1,8-naphthalimide: 26-37/39.
Q: What is the polar surface area (PSA) of 4-amino-1,8-naphthalimide?
A: Polar surface area (PSA) of 4-amino-1,8-naphthalimide is 75.95000.
Q: What is the boiling point of 4-amino-1,8-naphthalimide?
A: Boiling point of 4-amino-1,8-naphthalimide is 544.1ºC at 760 mmHg.

 4-AMINO-1,8-NAPHTHALIMIDEfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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