1,8-Dihydroxy-4,5-dinitroanthraquinone

Chemical properties

brownish-gold solid

The Uses of 1,8-Dihydroxy-4,5-dinitroanthraquinone

1,8-Dihydroxy-4,5-dinitro-9,10-anthracenedione is a NS2B-NS3 protease specific inhibitor that is used for treatment of Dengue and West Nile virus infections.

General Description

Brownish gold solid.

Air & Water Reactions

The neat (pure) material is sensitive to air and may be sensitive to light. . Insoluble in water.

Reactivity Profile

A nitrated alcohol and a ketone. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Fire Hazard

Flash point data for 1,8-Dihydroxy-4,5-dinitroanthraquinone are not available, however, 1,8-Dihydroxy-4,5-dinitroanthraquinone is probably combustible.

Synthesis

1,8-Dihydroxy-4,5-dinitroanthraquinone is prepared from 1,8-diphenoxyanthraquinone by nitration followed by alkaline hydrolysis or, alternatively, by nitration of 1,8-dihydroxyanthraquinone in oleum in the presence of boric acid and isolation after the sulfuric acid concentration has been adjusted to 80 – 100 % or, using the same procedure, from 1,8-dimethoxyanthraquinone followed by ether cleavage.