75313-49-4

Basic information

• Product Name: 1,2-DIMETHOXY-3-METHYLANTHRAQUINONE
• Synonyms: 1,2-DIMETHOXY-3-METHYLANTHRAQUINONE
• CAS NO: 75313-49-4
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29066
• Mol File: 75313-49-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 474.053°C at 760 mmHg
• Flash Point: 212.264°C
• Appearance: /
• Density: 1.264g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 1,2-DIMETHOXY-3-METHYLANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHOXY-3-METHYLANTHRAQUINONE(75313-49-4)
• EPA Substance Registry System: 1,2-DIMETHOXY-3-METHYLANTHRAQUINONE(75313-49-4)

Safety Data

• Hazardous Substances Data: 75313-49-4(Hazardous Substances Data)

Usage

Type of Compound

Derivative of anthraquinone

Natural Occurrence

Found in many plants

Uses

a. Dye Intermediate
b. Pharmaceutical Intermediate (in the synthesis of various drugs)
c. Sensitizing Dye (in the fabrication of dye-sensitized solar cells)

Applications in Research

a. Potential Anti-Cancer Properties
b. Anti-Inflammatory Agent

Solar Cell Type

Dye-sensitized solar cells (convert light into electricity using a semiconductor material)

InChI:InChI=1/C17H14O4/c1-9-8-12-13(17(21-3)16(9)20-2)15(19)11-7-5-4-6-10(11)14(12)18/h4-8H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 477-86-1 digitolutein 
• 602-63-1 1,2-dihydroxy-3-methyl-anthraquinone 
• 736145-31-6 2-methoxy-3-methyl-1-nitro-anthraquinone 
• 917-58-8 potassium ethoxide 
• 860730-77-4 2-hydroxy-3-methyl-1-nitro-anthraquinone 
• 17241-42-8 2-methoxy-3-methyl-9,10-anthraquinone 
• 17241-40-6 3-hydroxy-2-methylanthraquinone 
• 488-17-5 3-methylbenzene-1,2-diol 
• 85-44-9 phthalic anhydride 
• 77-78-1 dimethyl sulfate 

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.