52821-19-9

Upstream product

• 105640-83-3 5-bromo-4-nitro-acenaphthene 
• 81-86-7 4-bromo-1,8-naphthalenedicarboxylic anhydride 
• 81-84-5 1,8-Naphthalic anhydride 
• 21563-29-1 4-bromo-1,8-naphthalene anhydride 
• 4657-95-8 4-nitro-acenaphthen-5-ylamine 

Downstream Products

• 1235338-67-6 2-(2-butylamine)-6-[(2-butylamine)amino]-5-nitro-1H-benzo[de]-isoquinoline-1,3(2H)-dione 

Relevant academic research and scientific papers

Synthesis, characterization, crystal structure and free radical scavenging activities of 2-(2-butylamine)-6-[(2-butylamine)amino]-5-nitro-1H-benzo[de]-isoquinoline-1,3(2H)-dione

2-(2-Butylamine)-6-[(2-butylamine)amino]-5-nitro-1H-benzo[de]-isoquinoline-1,3(2H)-dione (2) was synthesized and then characterized by FT-IR, NMR and elemental analysis. The crystal structure of compound 2 was investigated using X-ray diffraction and SHELXTL97 software and the result indicated that compound 2 crystallized in the monoclinic system, space group C2/c with a = 32.1094 (19), b = 7.1888 (4), c = 16.7750 (9) ?, V = 3827.2 (4) ?3; Z = 8. The free radical scavenging activity screening results showed that compound 2 exhibited good scavenging activity against 2,2-diphenyl-1-picrylhydrazyl radical (DPPH?), with IC50 of 214.7 μM.

Synthesis of Novel Isoquinolino[5,4- ab ]phenanthridine Derivatives via Pictet-Spengler Reaction

The reaction of 5-amino-2-[2-(dimethylamino)ethyl]-6-phenyl-1 H -benzo[ de ]isoquinoline-1,3(2 H)-dione with a series of aldehydes in acidic media (phosphoric acid, trifluoromethanesulfonic acid, and trifluoroacetic acid) is described. This key step is ba

Molecular design, chemical synthesis, and biological evaluation of '4-1' pentacyclic aryl/heteroaryl-imidazonaphthalimides

A novel series of '4-1' pentacyclic naphthalimides, where the chromophore consists of a naphthalimide moiety, fused to an imidazole ring containing an unfused aryl or heteroaryl ring, were synthesized and evaluated for in vitro antitumor activity. In gene

One small molecule as a theranostic agent: Naphthalimide dye for subcellular fluorescence localization and photodynamic therapy: In vivo

A novel single and small molecular theranostic agent (1a) based on a naphthalimide dye has been developed and characterized. The agent (1a) displays excellent fluorescence for cell imaging (fluorescent quantum yields of 0.81) and photodynamic effects for

Lead generation of heat shock protein 90 inhibitors by a combination of fragment-based approach, virtual screening, and structure-based drug design

Heat shock protein 90 (Hsp90) is a molecular chaperone which regulates maturation and stabilization of its substrate proteins, known as client proteins. Many client proteins of Hsp90 are involved in tumor progression and survival and therefore Hsp90 can be a good target for developing anticancer drugs. With the aim of efficiently identifying a new class of orally available inhibitors of the ATP binding site of this protein, we conducted fragment screening and virtual screening in parallel against Hsp90. This approach quickly identified 2-aminotriazine and 2-aminopyrimidine derivatives as specific ligands to Hsp90 with high ligand efficiency. In silico evaluation of the 3D X-ray Hsp90 complex structures of the identified hits allowed us to promptly design CH5015765, which showed high affinity for Hsp90 and antitumor activity in human cancer xenograft mouse models.

A 1,8-naphthalimide-derived turn-on fluorescent probe for imaging lysosomal nitric oxide in living cells

Nitric oxide has played an important role in many physiological and pathological processes as a kind of important gas signal molecules. In this work, a new fluorescent probe LysoNO-Naph for detecting NO in lysosomes based on 1,8-naphthalimide was reported. LysoNO-Naph has sub-groups of o-phenylenediamine as a NO reaction site and 4-(2-aminoethyl)-morpholine as a lysosome-targetable group. This probe exhibited good selectivity and high sensitivity (4.57?μmol/L) toward NO in a wide pH range from 4 to 12. Furthermore, LysoNO-Naph can be used for imaging NO in lysosomes in living cells.

Design, synthesis and antitumor evaluation of new 1,8-naphthalimide derivatives targeting nuclear DNA

Four series of new 3-nitro naphthalimides derivatives, 4(4a?4f), 5(5a?5i), 6(6a?6e) and 7 (7a?7j), were designed and synthesized as antitumor agents. Methyl thiazolyl tetrazolium (MTT) screening assay results revealed that some compounds displayed effecti

A fluorescent molecule based on 1,8- naphthalic anhydride: Synthesis, spectral properties, and studying the conductance in solution

In this paper, the compound of (4-bromo-3-nitro-1,8 -naphthalic anhydride) and the dopant material (4-hydroxy-m-benzene-disulfonic acid) were synthesized. The UV- Vis absorption and emission spectra of the compound were recorded. 4-bromo-1,8- naphthalic anhydride was used as a starting material to prepare the compound (4-bromo-3-nitro-1,8 -naphthalic anhydride) in the presence of concentrated sulphuric acid and sodium nitrate. The dopant material (4-hydroxy-m-benzene-disulfonic acid) was prepared by using phenol in concentrated sulfuric acid. The absorption bands depend on the solvent polarity, which the compound shows significant red shift in DMSO solvent compared to in ethanol solvent. The fluorescence spectra of this compound were sensitive to the solvent polarity, the calculated result indicates that the maximum peak is shifted to red in polar solvent, to the excited states of the polar ICT, which leads to decrease the energy of the excited states. The effect of the dopant material on the conductivities (ionic and specific) of the compound was studied, the ionic conductance was increased as the weight of the dopant material increases.

Naphthalimide fluorescent dye with great Stokes shift and long emission wavelength, and synthetic method and application thereof

The invention provides a naphthalimide fluorescent dye with great Stokes shift and long emission wavelength, and a synthetic method and application thereof. 4-bromo-1,8-naphthalic anhydride is used as a starting material and subjected to nitration, azido reaction, reduction and the like with sodium azide, N-(2-aminoethyl)morpholine, n-butylamine and the like so as to obtain the target product, i.e., the naphthalimide fluorescent dye. The naphthalimide fluorescent dye has a structural formula as described in the specification. The synthetic method is simple in process and high in yield, has the advantages of high light stability, long emission wavelength and great Stokes shift compared with conventional naphthalimide fluorescent dyes, and can be applied to fields like luminescent materials, biofluorescent probes and biofluorescent imaging.

Imidazolium naphthalimide derivative containing indole, as well as synthesis and application of imidazolium naphthalimide derivative

The invention discloses an imidazolium naphthalimide derivative containing indole, as well as a preparation method and application of the imidazolium naphthalimide derivative, and belongs to the field of biological organic synthesis. An indole pharmacophore with anticancer activity is introduced to naphthalimide of a structure of the imidazolium naphthalimide derivative disclosed by the invention, so that the conjugate area is increased, the biologic activity of molecules is improved, and the anti-tumor effects are enhanced. In the preparation method of the imidazolium naphthalimide derivative containing indole, 4-bromine-1,8-naphthalic anhydride is used as raw material, and the preparation method comprises the following steps of synthesizing an intermediate namely 3,4-diamino-1,8-naphthalic anhydride through steps of nitration, reduction and the like, then enabling the intermediate and indole-3-methanal to be subjected to a condensation reaction so as to obtain an intermediate 9-(3'-1H-indole-base) imidazolium naphthalimide, and then introducing different side chain base groups. The imidazolium naphthalimide derivative and the preparation method thereof have important application in preparation of medicines for restraining tumor cells.