602-63-1

Basic information

• Product Name: 1,2-DIHYDROXY-3-METHYLANTHRAQUINONE
• Synonyms: 1,2-DIHYDROXY-3-METHYLANTHRAQUINONE;9,10-Anthracenedione, 1,2-dihydroxy-3-methyl-;Nsc251672;1,2-dihydroxy-3-methyl-anthracene-9,10-dione
• CAS NO: 602-63-1
• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.2375
• Mol File: 602-63-1.mol

Chemical Properties

• Melting Point: 245-246 °C
• Boiling Point: 460.3°C at 760 mmHg
• Flash Point: 246.3°C
• Appearance: /
• Density: 1.476g/cm³
• Vapor Pressure: 4.3E-09mmHg at 25°C
• Refractive Index: 1.709
• PKA: 7.03±0.20(Predicted)
• CAS DataBase Reference: 1,2-DIHYDROXY-3-METHYLANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIHYDROXY-3-METHYLANTHRAQUINONE(602-63-1)
• EPA Substance Registry System: 1,2-DIHYDROXY-3-METHYLANTHRAQUINONE(602-63-1)

Safety Data

• Hazardous Substances Data: 602-63-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Dihydroxy-3-methylanthraquinone is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Dye Industry:
As a dye intermediate, 1,2-Dihydroxy-3-methylanthraquinone plays a crucial role in the production of various dyes, which are then used in coloring textiles, plastics, and other materials.
Used in Traditional Chinese Medicine:
1,2-Dihydroxy-3-methylanthraquinone has been employed in traditional Chinese medicine for its therapeutic properties, serving as a treatment for a range of ailments.

InChI:InChI=1/C15H10O4/c1-7-6-10-11(15(19)12(7)16)14(18)9-5-3-2-4-8(9)13(10)17/h2-6,16,19H,1H3

Upstream product

• 85-44-9 phthalic anhydride 
• 488-17-5 3-methylbenzene-1,2-diol 
• 2896-67-5 2-methyl-6-methoxyphenol 
• 84-54-8 2-methylanthracene-9,10-dione 

Downstream Products

• 75313-49-4 1,2-dimethoxy-3-methyl-anthraquinone 
• 477-86-1 digitolutein 

Relevant articles and documents

Synthesis and activity of substituted anthraquinones against a human filarial parasite, Brugia malayi

Lymphatic filariasis (elephantiasis) is a global public health problem caused by the parasitic nematodes Wuchereria bancrofti and Brugia malayi. We have previously reported anthraquinones from daylily roots with potent activity against pathogenic trematode Schistosoma mansoni. Here we report the synthesis of novel anthraquinones A-S and their antifilrarial activity. Anthraquinones A-S were synthesized by a single-step Friedel-Crafts acylation reaction between phthalic anhydrides and substituted benzenes. The antifilarial properties of these synthetic anthraquinones were tested against microfilaria as well as adult male and female worms of B. malayi. The most active anthraquinone was K, which showed 100% mortality within 1, 5, and 3 days, respectively, against microfilaria and adult male and female worms at 5 ppm concentration. Albendazole, an oral drug currently used to treat parasitic infections, was used as a positive control. Methylated products of anthraquinones did not affect the microfilaria. Histological examination of treated adult female parasites showed most of the anthraquinones caused marked effects on intrauterine embryos.

Preparation of naturally occurring anthraquinones

Several anthraquinones, which occur in plants used to treat cancer in traditional Chinese Medicine, have been synthesized and tested for cytotoxicity in two mammalian cell lines.