252189-08-5

Basic information

• Product Name: 1,8-diaMino-4,5-dihydroxyanthracene-9,10-dione
• CAS NO: 252189-08-5
• Molecular Formula: C14H10N2O4
• Molecular Weight: 270.2402
• Mol File: 252189-08-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,8-diaMino-4,5-dihydroxyanthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-diaMino-4,5-dihydroxyanthracene-9,10-dione(252189-08-5)
• EPA Substance Registry System: 1,8-diaMino-4,5-dihydroxyanthracene-9,10-dione(252189-08-5)

Safety Data

• Hazardous Substances Data: 252189-08-5(Hazardous Substances Data)

Usage

Type of compound

Synthetic organic compound

Derivative of

Anthraquinone

Applications

a. Production of various dyes
b. Pharmaceutical industry as an ingredient in over-the-counter laxative preparations

Known properties

a. Laxative properties
b. Potential anti-cancer properties
c. Potential anti-inflammatory properties

Regulatory status

Banned or restricted in some countries due to concerns about potential carcinogenic effects.

Upstream product

• 81-55-0 1,8-dihydroxy-4,5-dinitro-anthraquinone 
• 129-39-5 1,8-dinitroanthraquinone 
• 1260370-70-4 1,8-diethoxy-4,5-dinitroanthraquinone 
• 117-10-2 1,8-dihydroxy-9,10-anthracenedione 
• 7664-93-9 sulfuric acid 
• 42013-63-8 1,8-diazido-anthraquinone 

Downstream Products

• 54514-58-8 anthracene-1,4,5,8,9,10-hexaone 

Relevant articles and documents

An improved method for the preparation of 4,5-diaminochrysazin

4,5-Diaminochrysazin was prepared from chrysazin by ethylation and nitration followed by reaction with hydroiodic acid (HI). Treatment of 1,8-diethoxy-4,5-dinitroanthraquinone with HI resulted not only in O-deethylation, but also in reduction of nitro groups with more than 95% yield. This is a unique finding and is reported for the first time with a definite improvement over literature methods and is suitable for scale-up. Copyright Taylor & Francis Group, LLC.

An improved practical synthesis of leuco-1,4,5,8-tetrahydroxyanthraquinone

Leuco-1,4,5,8-tetrahydroxyanthraquinone was prepared from chrysazin by nitration and reduction with iron powder, followed by treatment with sodium hydrosulfite in alkaline solution. This method is suitable for scaling, and is significant and improved over literature methods.

Process for the manufacture of aminohydroxyanthraquinones

The invention relates to a process for the manufacture of an aminohydroxyanthraquinone of the formula STR1 wherein both of X are hydrogen or one X is --NH2 and the other is --OH and Z is hydrogen, C1 -C4 alkyl or carboxyl, with the proviso that, if Z is C1 -C4 alkyl or carboxyl, both of X must be hydrogen, which process comprises reacting a nitroanthraquinone of the formula STR2 wherein both of Y are hydrogen or one Y is --NO2 and the other is hydrogen and Z is as defined for formula (1), with the proviso that, if Z is C1 -C4 alkyl or carboxyl, both of Y must be hydrogen, in an aprotic dipolar solvent, with an alkali metal azide or alkaline earth metal azide, in the temperature range between 0° and 30° C. The reaction products are disperse dyes or intermediates for obtaining vat dyes and disperse dyes.