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
• Article Data: 2

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

General Description

1,2-Dihydroxy-3-methylanthraquinone is an organic chemical compound with the molecular formula C15H10O4. It is a member of the anthraquinone family and is commonly used as a dye intermediate and in the production of pharmaceuticals. The compound is a red-brown powder that is insoluble in water but soluble in organic solvents such as acetone and ethanol. It is known for its ability to be used in the production of colored materials and has been used in traditional Chinese medicine as a treatment for various ailments. However, the compound should be handled with caution as it can cause irritation to the skin and eyes.

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.