NAPHTHALIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H7NO2
Molecular Weight	197.1895
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC(=O)C2=C3C(C=CC=C13)=CC=C2

InChI

InChIKey=XJHABGPPCLHLLV-UHFFFAOYSA-N

InChI=1S/C12H7NO2/c14-11-8-5-1-3-7-4-2-6-9(10(7)8)12(15)13-11/h1-6H,(H,13,14,15)

HIDE SMILES / InChI

Molecular Formula	C12H7NO2
Molecular Weight	197.1895
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Ethyl 4-(1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoate.	2010-12-11	21522807
Highly selective ratiometric fluorescent sensing for Hg(2+) and Au(3+), respectively, in aqueous media.	2010-11-19	21033727
Discovery of a highly selective turn-on fluorescent probe for Ag+.	2010-10	20830329
Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors.	2010-10	20818454
Mononuclear Fe(II)-N4Py complexes in oxidative DNA cleavage: structure, activity and mechanism.	2010-09-14	20657939
Naphthalimide modified rhodamine derivative: ratiometric and selective fluorescent sensor for Cu2+ based on two different approaches.	2010-09-03	20687592
Frontier molecular orbital analysis of dual fluorescent dyes: predicting two-color emission in N-aryl-1,8-naphthalimides.	2010-07-21	20626080
Resveratrol inhibits neuronal apoptosis and elevated Ca2+/calmodulin-dependent protein kinase II activity in diabetic mouse retina.	2010-07	20424226
Synthesis and spectroscopic studies of a new 1,8-naphthalimide dyad as detector for metal cations and protons.	2010-07	20399137
Mono- and bidentate imidates of five-coordinate nickel(II) with macrocyclic ligands: spectroscopic and photophysical properties.	2010-06-28	20495723
N-Methacryloyl-4-(piperidin-1-yl)-1,8-naphthalimide.	2010-05-29	21579543
5-Butyl-amino-2-[2-(dimethyl-amino)eth-yl]-1H-benz[de]isoquinoline-1,3(2H)-dione.	2010-05-26	21579523
2-(tert-Butoxy-carbonyl-amino)-6-(1,3-dioxo-1H-2,3-dihydro-benzo[de]isoquinolin-2-yl)hexa-noic acid.	2010-04-28	21579232
Development of off-on fluorescent probes for heavy and transition metal ions.	2010-03-14	20177614
Photophysics and redox properties of rylene imide and diimide dyes alkylated ortho to the imide groups.	2010-02-11	20073517
Fluorescence-based comparative binding studies of the supramolecular host properties of PAMAM dendrimers using anilinonaphthalene sulfonates: unusual host-dependent fluorescence titration behavior.	2010	22319341
Yeast as a tool for characterizing mono-ADP-ribosyltransferase toxins.	2009-11	19793133
Charge transfer in 1,8-naphthalimide: a combined theoretical and experimental approach.	2009-10-23	19845541
Photocytotoxic 3d-metal scorpionates with a 1,8-naphthalimide chromophore showing photoinduced DNA and protein cleavage activity.	2009-10-05	19719144
Highly organized structures and unusual magnetic properties of paddlewheel copper(II) carboxylate dimers containing the pi-pi stacking, 1,8-naphthalimide synthon.	2009-09-21	19697953
4-Amino-1,8-naphthalimide-based Tröger's bases as high affinity DNA targeting fluorescent supramolecular scaffolds.	2009-09-17	19681640
Discovery of dual fluorescent 1,8-naphthalimide dyes based on balanced seesaw photophysical model.	2009-09-07	19668809
A red-shift colorimetric and fluorescent sensor for Cu2+ in aqueous solution: unsymmetrical 4,5-diaminonaphthalimide with N-H deprotonation induced by metal ions.	2009-04-07	19300813
Neuroprotective potential of combination of resveratrol and 4-amino 1,8 naphthalimide in experimental diabetic neuropathy: focus on functional, sensorimotor and biochemical changes.	2009-04	19291593
A colorimetric sensor for Cu2+ in aqueous solution based on metal ion-induced deprotonation: deprotonation/protonation mediated by Cu2+-ligand interactions.	2009-03-14	19240909
Probing the shapes of chiral bis-(o-naphthalimidobenzoyl) systems using X-ray and circular dichroism methods.	2009-02	19155562
Synthesis, cytotoxicity and apoptosis of naphthalimide polyamine conjugates as antitumor agents.	2009-01	18423800
Modular functional integration of a two-input INH logic gate with a fluorophore-spacer-receptor1-spacer-receptor2 conjugate.	2008-08-15	18646861
Intermolecular photoinduced electron-transfer of 1,8-naphthalimides in protic polar solvents.	2008-08-14	18654678
FRET-based sensor for imaging chromium(III) in living cells.	2008-08-07	18633498
Spectral investigation of coordination of cuprum cations and protons at PAMAM dendrimer peripherally modified with 1,8-naphthalimide units.	2008-08	17890144
N-(2-Bromoethyl)-4-piperidino-1,8-naphthalimide and N-(3-bromopropyl)-4-piperidino-1,8-naphthalimide.	2008-07	18599985
An ICT-based approach to ratiometric fluorescence imaging of hydrogen peroxide produced in living cells.	2008-04-09	18336027
Platinum(II) diimine complexes with catecholate ligands bearing imide electron-acceptor groups: synthesis, crystal structures, (spectro)electrochemical and EPR studies, and electronic structure.	2008-03-03	18257523
Highly effective DNA photocleavage by novel "rigid" Ru(bpy)(3)-4-nitro- and -4-amino-1,8-naphthalimide conjugates.	2008-01-21	18078333
N-(4-Amino-phen-yl)-1,8-naphthalimide hemihydrate.	2007-12-12	21200828
6-Oxobenz[de]isoquinolino[2,1-a]benzimidazolium chloride monohydrate.	2007-12-06	21200947
Effects of the 3- and 4-methoxy and acetamide substituents and solvent environment on the electronic properties of N-substituted 1,8-naphthalimide derivatives.	2007-10-04	17824598
Selective sensing of citrate by a supramolecular 1,8-naphthalimide/calix[4]arene assembly via complexation-modulated pKa shifts in a ternary complex.	2007-05-11	17432913
Variations in product in reactions of naphthoquinone with primary amines.	2007-03-01	17331232
Selective sensors for Zn2+ cations based on new green fluorescent poly(amidoamine) dendrimers peripherally modified with 1,8-naphthalimides.	2006-11	16503411
Spectral and luminescent properties and electroluminescence of polyvinylcarbazole with 1,8-naphthalimide in the side chain.	2006-05	16791501
Ground-state interactions of spermine-substituted naphthalimides with mononucleotides.	2006-01-19	16471641
Proton-induced fluorescence switching in novel naphthalimide-dansylamide dyads.	2005-12-09	16323872
Directional control of pi-stacked building blocks for crystal engineering: the 1,8-naphthalimide synthon.	2005-08-28	16091802
Benzamide and 4-amino 1,8 naphthalimide treatment inhibit telomerase activity by down-regulating the expression of telomerase associated protein and inhibiting the poly(ADP-ribosyl)ation of telomerase reverse transcriptase in cultured cells.	2005-08	16098204
Fluorescent photoinduced electron transfer (PET) sensors for anions; from design to potential application.	2005-05	15986154
Substituent effects on monoboronic acid sensors for saccharides based on N-phenyl-1,8-naphthalenedicarboximides.	2004-04-30	15104432
Toward the elucidation of the catalytic mechanism of the mono-ADP-ribosyltransferase activity of Pseudomonas aeruginosa exotoxin A.	2004-01-13	14705944
Systematic development of high affinity bis(ammonio)alkane-type allosteric enhancers of muscarinic ligand binding.	2003-03-13	12620079

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:48:21 GMT 2025` Edited by `admin` on `Mon Mar 31 21:48:21 GMT 2025`
Record UNII	GI0TV19GBN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NAPHTHALIMIDE

Common Name

English

NSC-11011

Preferred Name

English

1,8-NAPHTHALIMIDE

Systematic Name

English

1,8-NAPHTHALENEDICARBOXYLIC ACID IMIDE

Systematic Name

English

1H-BENZO(DE)ISOQUINOLINE-1,3(2H)-DIONE

Systematic Name

English

1,8-NAPHTHALENEDICARBOXIMIDE

Systematic Name

English

1H-BENZ(DE)ISOQUINOLINE-1,3(2H)-DIONE

Systematic Name

English

BENZO(DE)ISOQUINOLINE-1,3-DIONE

Systematic Name

English

1,8-NAPHTHALENEIMIDE

Systematic Name

English

Code System Code Type Description

PUBCHEM

66491