22296-59-9

Usage

Chemical structure

1,4-Dihydroxy-2-(hydroxymethyl)-9,10-anthraquinone

Type of compound

Natural anthraquinone derivative

Source

Roots of the madder plant (Rubia tinctorum) and other plant species

Color

Red-colored pigment

Textiles

Used as a dye

Paints

Used as a pigment

Cosmetics

Used as a colorant

Anti-oxidative

Helps neutralize harmful free radicals

Anti-inflammatory

Reduces inflammation in the body

Anti-cancer

Potentially inhibits cancer cell growth

Photodynamic therapy

Used in the treatment of certain medical conditions

Solar cells

Acts as a sensitizing agent to improve efficiency

Scientific interest

Unique chemical structure and diverse range of potential uses make it an interesting subject for study and industrial application

Upstream product

• 17648-03-2 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione 
• 50-00-0 formaldehyd 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 

Downstream Products

• 81-54-9 1,2,4-trihydroxy-9,10-anthraquinone 
• 102831-01-6 1,4-dihydroxy-2-<(2-deoxy-2-amino-β-D-glucosyloxy)methyl>-9,10-dihydro-9,10-anthracenedione 

Relevant academic research and scientific papers

Facile installation of a hydroxyalkyl group into hydroxyanthraquinones and aminoanthraquinones through the modified Marschalk reaction

1,4-Dihydroxyanthraquinones are widely featured in numerous natural products and drugs. It is important to be able to functionalize the 1,4-dihydroxyanthraquinone skeleton through a simple yet efficient transformation, which could be potentially useful for the drug discovery process. We describe herein a simple and efficient method to derivatize 1,4-dihydroxyanthraquinone by using a modified Marschalk reaction. This method provides a clear advantage over traditional approaches, which often require the protection and deprotection of the OH groups. We also demonstrate the applicability of this reaction to other hydroxyanthraquinones and aminoanthraquinones. We describe herein a simple method for the derivatization of 1,4-dihydroxyanthraquinone through a modified Marschalk reaction. This method provides a clear advantage over traditional approaches, which often require the protection and deprotection of the OH groups. We have also demonstrated that this reaction is applicable to other anthraquinones. Copyright

Synthesis of Some Disperse Anthraquinone Dyes

1-Hydroxy- and and/or 1-aminoanthraquinones was allowed to react with formaldehyde in an alkaline medium to give 1-hydroxy- or 1-amino-2-hydroxymethyl-9,10-anthracenediols, which gave by air oxidation, (hydroxymethyl) anthraquinone derivatives.Interaction