1,6-Dibromo-1,6-dideoxy-D-mannitol

Originator

Myelobromol,Hormonchemie,W. Germany,1967

The Uses of 1,6-Dibromo-1,6-dideoxy-D-mannitol

Antineoplastic.

What are the applications of Application

1,6-Dibromo-1,6-dideoxy-D-mannitol is an intermediate for saccharide synthesis

Definition

ChEBI: Mitobronitol is an alcohol and an organobromine compound.

Manufacturing Process

750 g D-mannitol are dissolved in 4,000 ml of a 48% aqueous hydrogenbromide solution, whereupon the solution thus obtained is saturated at 0°Cwith gaseous hydrogen bromide until a HBr content of 69 to 70% is achieved.The reaction mixture is heated for 6 hours at 60°C in an autoclave, is thendecolorized with charcoal, extracted with 1 liter chloroform twice and dilutedwith 7 liters of water. The pH value of the solution is adjusted by means ofsodium bicarbonate to1 to 2. The crystals precipitated after cooling for a dayare filtered and washed with water until free from acid. 250 g crude 1,6-dibromo-1,6-didesoxy-D-mannitol are obtained. MP 176° to 178°C. Analysis:Br % = 52 (calc.: 51.9).
250 g of the crude DBM are dissolved in 2.5 liters of hot methanol and ondecolorizing and filtration 2.5 liters of dichloroethane are added. 220 g ofcrystalline DBM are obtained. MP 178°C. Br % = 51.9.

Therapeutic Function

Cancer chemotherapy

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A halogenated alcohol. 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.

Fire Hazard

Flash point data for 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL are not available, but 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL is probably combustible.