116-83-6

Basic information

• Product Name: 1-amino-4-methoxyanthracene-9,10-dione
• Synonyms: 1-amino-4-methoxyanthracene-9,10-dione;BRN 2218945;1-Amino-4-methoxy-9,10-anthraquinone;1-azanyl-4-methoxy-anthracene-9,10-dione
• CAS NO: 116-83-6
• Molecular Formula: C₁₅H₁₁NO₃
• Molecular Weight: 253.25274
• Mol File: 116-83-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 171 °C
• Boiling Point: 502°Cat760mmHg
• Flash Point: 274.9°C
• Appearance: /
• Density: 1.366g/cm³
• Vapor Pressure: 3.3E-10mmHg at 25°C
• Refractive Index: 1.674
• PKA: 0.21±0.20(Predicted)
• CAS DataBase Reference: 1-amino-4-methoxyanthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-4-methoxyanthracene-9,10-dione(116-83-6)
• EPA Substance Registry System: 1-amino-4-methoxyanthracene-9,10-dione(116-83-6)

Safety Data

• Hazardous Substances Data: 116-83-6(Hazardous Substances Data)

Usage

Description

1-amino-4-methoxyanthracene-9,10-dione is a chemical compound that belongs to the anthracene derivatives family. It is characterized by a molecular formula of C15H11NO3 and a molecular weight of 253.25 g/mol. This synthetic dye intermediate is widely used in the production of dyestuffs and pigments, as well as in the synthesis of various pharmaceuticals and organic compounds. Moreover, it has been studied for its potential biological activities, such as its cytotoxic properties and its possible application in photodynamic therapy for cancer treatment. 1-amino-4-methoxyanthracene-9,10-dione's versatility makes it valuable across the chemical, pharmaceutical, and medical industries.

Uses

Used in Chemical Industry:
1-amino-4-methoxyanthracene-9,10-dione is used as a synthetic dye intermediate for the production of dyestuffs and pigments, contributing to the coloration and appearance of various products.
Used in Pharmaceutical Industry:
1-amino-4-methoxyanthracene-9,10-dione is used as a key component in the synthesis of various pharmaceuticals, leveraging its chemical properties to create new and effective medications.
Used in Cancer Research and Treatment:
1-amino-4-methoxyanthracene-9,10-dione is used as a cytotoxic agent in cancer research, where its potential to inhibit the growth of cancer cells is being explored. Additionally, it is studied for its role in photodynamic therapy, a cancer treatment method that uses light to activate drugs that are selectively taken up by cancer cells, leading to their destruction.
Used in Organic Compound Synthesis:
1-amino-4-methoxyanthracene-9,10-dione is used as a building block in the synthesis of various organic compounds, facilitating the creation of new chemical entities with diverse applications.

InChI:InChI=1/C15H11NO3/c1-19-11-7-6-10(16)12-13(11)15(18)9-5-3-2-4-8(9)14(12)17/h2-7H,16H2,1H3

Upstream product

• 102452-22-2 N-(4-methoxy-9,10-dioxo-9,10-dihydro-[1]anthryl)-toluene-4-sulfonamide 
• 25022-95-1 1-chloro-4-methoxy-anthraquinone 
• 70730-92-6 5-chloro-6H-anthra[1,9-cd]isoxazol-6-one 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 74-88-4 methyl iodide 
• 85192-90-1 5-methoxy-6-oxo-6H-anthra<1,9-cd>isoxazole 
• 82-39-3 1-methoxyanthracene-9,10-dione 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 126628-19-1 C₁₅H₁₀NO₃^(1-)*Na⁽¹⁺⁾ 
• 6409-75-2 1-benzamido-4-methoxy-9,10-anthraquinone 
• 81-66-3 1-methoxy-4-nitro-anthraquinone 

Downstream Products

• 116-82-5 1-amino-2-bromo-4-hydroxyanthraquinone 
• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 86226-12-2 1-amino-2-p-dimethylanilino-4-methoxyanthraquinone 
• 2475-44-7 disperse blue 14 
• 39774-73-7 1-amino-4-p-tolylaminoanthraquinone 
• 85193-15-3 1-S,S-diphenyl-N-(4-methoxyanthraquinon-1-yl)sulfoximide 
• 159389-42-1 2-bromo-1-(2-cyclohexenecarboxamido)-4-methoxyanthraquinone 
• 159389-38-5 2-bromo-1-(1'-cyclohexenecarboxamido)-4-methoxyanthraquinone 
• 159389-36-3 1-(1'-cyclohexenecarboxamido)-4-methoxyanthraquinone 
• 6370-71-4 2,6-bis-(4-methoxy-9,10-dioxo-9,10-dihydro-[1]anthrylamino)-anthraquinone 
• 1220-94-6 1-amino-4-(methylamino)anthraquinone 
• 159389-37-4 1-(2'-bromo-1'-cyclohexenecarboxamido)-4-methoxyanthraquinone 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 126628-19-1 C₁₅H₁₀NO₃^(1-)*Na⁽¹⁺⁾ 

Relevant articles and documents

USE OF INDANTHRENE COMPOUNDS IN ORGANIC PHOTOVOLTAICS

The present invention relates to an organic solar cell which comprises at least one photoactive region which comprises at least one indanthrene compound which is in contact with at least one fullerene compound, and to the use of indanthrene compounds in o

EQUILIBRIUM NH ACIDITY OF 4-SUBSTITUTED 1-AMINOANTHRAQUINONES IN DIMETHYL SULFOXIDE

The equilibrium acidity of 1-amino-4-R-anthraquinones (R = CH3O, H, Cl, Br, NO2) was determined by transmetallation in DMSO (the Na+ cation, 25 deg C).A linear correlation was established between the pK values of the 4-substituted 1-aminoanthraquinones and the ?p- constants of the substituents R.The conduction of the electronic effect of the substituents R is stronger in the aminoanthraquinones than in the anilines and is closer to the naphthylamines.A linear relation is observed between the conduction of the electronic effect of the substituent and the square of the coefficient in the HOMO for the carbon atom at the point of addiion of the substituent in the series of anions of NH acids of various structure types.The increase in the NH acidity with change in the structure type of the NH acid is not necessarily accompanied by a decrease in the conduction of the electronic effect of the substituents.

PHOTOCHEMICAL REACTION OF 9,10-ANTHRAQUINONE AND ITS DERIVATIVES WITH PYRIDINE

The previously unknown photochemical reaction of 9,10-anthraquinone with pyridine in an atmosphere of argon takes place with formation of 2-(1,2-dihydropyridino)- or 2-(1,4-dihydropyridino)-9,10-anthraquinone, which is converted by the action of alkali into 2-aminoanthraquinone.In the presence of atmospheric oxygen the reaction product after treatment whith alkali is 1-aminoanthraquinone in addition to 2-aminoanthraquinone.The 1- and 2-methoxyanthraquinones and chloroanthraquinones react with pyridine in the light and form, after treatment with alkali, substituted aminoanthraquinones.