52200-97-2

Basic information

• Product Name: 2-<(4-Hydroxyphenyl)amino>-1,4-naphthochinon
• Synonyms: 2-<(4-Hydroxyphenyl)amino>-1,4-naphthochinon
• CAS NO: 52200-97-2
• Molecular Weight: 265.268
• Mol File: 52200-97-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-<(4-Hydroxyphenyl)amino>-1,4-naphthochinon(CAS DataBase Reference)
• NIST Chemistry Reference: 2-<(4-Hydroxyphenyl)amino>-1,4-naphthochinon(52200-97-2)
• EPA Substance Registry System: 2-<(4-Hydroxyphenyl)amino>-1,4-naphthochinon(52200-97-2)

Safety Data

• Hazardous Substances Data: 52200-97-2(Hazardous Substances Data)

Upstream product

• 100-02-7 4-nitro-phenol 
• 130-15-4 [1,4]naphthoquinone 
• 571-60-8 1,4-Dihydroxynaphthalene 
• 123-30-8 4-amino-phenol 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 64-17-5 ethanol 

Downstream Products

• 97257-45-9 2-((4-(benzyloxy)phenyl)amino)naphthalene-1,4-dione 
• 1370231-34-7 4-[(1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]-2-nitrophenyl acetate 
• 1370231-58-5 2-(4-hydroxy-3-nitrophenylamino)-1,4-naphthoquinone 
• 202331-78-0 2-chloro-3-(4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-dione 
• 175886-03-0 2-amino-1,4-naphthalenedione 

Relevant articles and documents

Synthesis, spectral characterization and molecular docking studies of lawsone derivatives as protein kinase inhibitors

Naphthaquinone moiety is present in various cancer drugs. We have synthesized two derivatives from lawsone using phenylenediamine and 4-amino phenol by ultra sound irradiation technique. The synthesized derivatives 10,12-dihydro-5-10-diazatetraphene-12-one and 2-(4-anilino)-1,4-naphthaquinone were characterized by elemental analysis and various spectral techniques like UV-visible, IR, NMR (1H and 13C) and gas chromatographic mass spectra. The study focus to predict the anticancer activity of the synthesized compounds by in silico molecular docking studies using Schr?dinger software suit. The selected protein was protein kinase CK2 (PDB ID: 1M2R). Both the derivatives have better interaction with various amino acids present in active site of the protein than the parent compound lawsone. The new derivative 2-(4-anilino)-1,4-naphthaquinone exhibit lowest glide score of -2.8 kcal/mol. From the result, structural modification of the parent compound proved to be a lead compound for further drug design investigations.

Novel 2-amino-1,4-naphthoquinone hybrids: Design, synthesis, cytotoxicity evaluation and in silico studies

In the present work, a novel series of 2-amino-1,4-naphthoquinones bearing oxyphenyl moiety (5a-5m) were designed and synthesized via a two-step route and evaluated for their in vitro cytotoxic activity against three different cancer cell lines (MCF-7, HL

Method for synthesizing 2-substituted amino-1,4-naphthoquinone derivative

The invention discloses a method for synthesizing a 2-substituted amino-1,4-naphthoquinone derivative. The method comprises the following steps: mixing a nitro compound, 2-substituted 1,4-naphthoquinone, a catalyst, a metal and a solvent uniformly at 20-100 DEG C; adding an H source, stirring the components for reaction for 1-24h; performing a reduction-addition reaction between the nitro compoundand the 2-substituted 1,4-naphthoquinone; after the reaction, adding water to the reaction system for dilution; performing filtering; extracting filtrate with ethyl acetate; after organic phases arecombined, washing the mixture with saturated saline solution and drying the mixture with anhydrous sodium sulfate sequentially; subsequently, performing filtering, and performing vacuum concentrationto remove a solvent; and packing solids into a column, and performing separation through column chromatography (a ratio of petroleum ether to ethyl acetate is 5:1) to obtain red solids. Compared withan existing synthesis method, the synthesis method provided by the invention has a wide range of raw materials and the raw materials are easy to obtain; compared with amine compounds, nitro compoundshave better stability; and the synthesis method provided by the invention is simple to operate and mild in reaction condition.