14423-00-8

Basic information

• Product Name: 2-(methylamino)naphthalene-1,4-dione
• Synonyms: 1,4-naphthalenedione, 2-(methylamino)-; 2-(Methylamino)naphthoquinone; 2-methylamino-1,4-naphthoquinone
• CAS NO: 14423-00-8
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.1947
• Mol File: 14423-00-8.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 339.9°C at 760 mmHg
• Flash Point: 150.7°C
• Density: 1.26g/cm³
• Vapor Pressure: 8.93E-05mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 2-(methylamino)naphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(methylamino)naphthalene-1,4-dione(14423-00-8)
• EPA Substance Registry System: 2-(methylamino)naphthalene-1,4-dione(14423-00-8)

Safety Data

• Hazardous Substances Data: 14423-00-8(Hazardous Substances Data)

Usage

General Description

2-(methylamino)naphthalene-1,4-dione, also known as N-methyl-1,4-naphthoquinone-2-amine, is a chemical compound with the molecular formula C13H11NO2. It is a derivative of naphthoquinone, a class of organic compounds known for their anti-inflammatory, anti-bacterial, and anti-cancer properties. The presence of a methylamino group in this compound makes it a potential candidate for pharmaceutical and medicinal applications. It is also used as a dye intermediate and in organic synthesis. However, it is important to handle this compound with caution as it can be hazardous if not handled properly.

Upstream product

• 91-20-3 naphthalene 
• 74-89-5 methylamine 
• 130-15-4 [1,4]naphthoquinone 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 2348-82-5 2-methoxy-1,4-naphthoquinone 
• 593-51-1 methylamine hydrochloride 
• 75-52-5 nitromethane 
• 13200-60-7 Sarcosine ethyl ester 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 91182-56-8 2-bromo-3-(methylamino)naphthalene-1,4-dione 
• 2028-63-9 but-3-yn-2-ol 
• 157528-28-4 [4-(tert-Butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-naphthalen-2-yl]-methyl-carbamic acid tert-butyl ester 
• 157528-29-5 6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-1,4-dihydro-naphtho[2,1-d][1,3]oxazin-3-one 
• 157528-13-7 Methyl 2--4-(benzyloxy)-1-naphthalenecarboxylate 

Downstream Products

• 15252-69-4 2-chloro-1,4-dihydro-3-methylamino-1,4-dioxonaphthalene 
• 60544-07-2 2-(4-methoxyphenyl)naphthalene-1,4-dione 
• 87872-29-5 2-(4-aminophenyl)-1,4-naphthoquinone 
• 91182-56-8 2-bromo-3-(methylamino)naphthalene-1,4-dione 
• 56568-54-8 2-methylamino-3-phenyl-1,4-naphthoquinone 
• 14770-63-9 naphtho[2,3-d]thiazole-4,9-dione 

Relevant articles and documents

The 1,4-naphthoquinone scaffold in the design of cysteine protease inhibitors

A series of 1,4-naphthoquinone derivatives diversely substituted at C-2, C-3, C-5 and C-8, prepared by reaction of amines, amino acids and alcohols with commercial 1,4-naphthoquinones, has been evaluated against papain and bovine spleen cathepsin B. These

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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.

INHIBITORS OF THE MITF MOLECULAR PATHWAY

Provided herein are compounds of the formula (IV) as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful as MITF inhibitors, MITF pathway inhibitors and for the treatment of cancer.