324345
4-Nitro-1,8-naphthalic anhydride
95%
Sinônimo(s):
4-Nitronaphthalene-1,8-dicarboxylic anhydride
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About This Item
Fórmula empírica (Notação de Hill):
C12H5NO5
Número CAS:
Peso molecular:
243.17
Beilstein:
237909
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23
Produtos recomendados
Ensaio
95%
pf
226-229 °C (lit.)
cadeia de caracteres SMILES
[O-][N+](=O)c1ccc2C(=O)OC(=O)c3cccc1c23
InChI
1S/C12H5NO5/c14-11-7-3-1-2-6-9(13(16)17)5-4-8(10(6)7)12(15)18-11/h1-5H
chave InChI
LKOZHLXUWUBRDK-UHFFFAOYSA-N
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Descrição geral
4-Nitro-1,8-naphthalic anhydride is a yellow crystalline nitrocompound widely used in the field of dye synthesis and cellular imaging.
Aplicação
4-Nitro-1,8-naphthalic anhydride can be used:
- As a precursor to synthesize N-phenyl-amino-1,8-naphthalimide based fluorescent chemosensor to detect nitro-antibiotics at ppb level.
- As a building block to synthesize shape memory polymers due to its ability to undergo Diels-Alder reaction
- As a fluorochrome substrate for nitrogen reductase for noninvasive hypoxia imaging in cancer detection.
- As a precursor to synthesize amphiphilic naphthalimide dyes with good color brilliancy.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Jin Zhou et al.
Chemistry, an Asian journal, 11(19), 2719-2724 (2016-02-09)
A lysosome-targeting fluorescent off-on probe has been developed by one-step synthesis for detecting lysosomal nitroreductase and hypoxia. The probe is constructed by incorporating morpholine (a lysosome-targeting unit) into 4-nitro-1,8-naphthalimide (as a fluorochrome and specific substrate for nitroreductase), and the detection
Desislava Staneva et al.
Sensors (Basel, Switzerland), 20(12) (2020-06-25)
In this study, a novel 6-(allylamino)-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (NI3) was synthesized and characterized. Its copolymer with styrene was also obtained. The photophysical characteristics of NI3 were investigated in organic solvents and the results were compared with those of its structural analogue, 2-allyl-6-((2-(dimethylamino)ethyl)amino)-1H-benzo[de]isoquinoline-1,3(2H)-dione
Awad I Said et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 196, 76-82 (2018-02-13)
A novel fluorescence sensing 1,8-naphthalimide fluorophore is synthesized and investigated. The novel probe comprising two different binding moieties is capable to detect selectively Fe3+ over the other representative metal ions as well as a combination of biologically important cations such
Jun Yang et al.
Biotechnology and applied biochemistry, 66(1), 33-42 (2018-09-20)
A nitroreductase-encoded gene from an efficient nitro-reducing bacterium Streptomyces mirabilis DUT001, named snr, was cloned and heterogeneously expressed in Escherichia coli. The purified Streptomyces nitroreductase SNR was a homodimer with an apparent subunit molecular weight of 24 kDa and preferred NADH
Elizabeth A Jolley et al.
Biophysical chemistry, 239, 29-37 (2018-05-29)
DNA duplexes are stabilized by many interactions, one of which is stacking interactions between the nucleic acid bases. These interactions are useful for designing small molecules that bind to DNA. Naphthalimide intercalators have been shown to be valuable anti-cancer agents
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