DIETHYLSTILBESTROL DIMETHYL ETHER

Originator

Dimestrol,Yick-Vic Chemicals

The Uses of DIETHYLSTILBESTROL DIMETHYL ETHER

Diethylstilbestrol Dimethyl Ether was synthesized by methylation of diethylstilbestrol (DES) to show attractant activity to zoospores. The attracted zoospores were encysted and then germinated in the presence of Diethylstilbestrol Dimethyl Ether.

Definition

ChEBI: Diethylstilbestrol dimethyl ether is a stilbenoid.

Manufacturing Process

20 g of 1-(1-chlorobutyl)-4-methoxybenzene is dissolved in 50 ml of ether which had been dried over sodium. Separately, 2.8 g of magnesium turnings are covered with 20 ml of ether. 0.2 g of iodine, as a catalyst, is added and the solution of 1-(1-chlorobutyl)-4-methoxybenzene is added at such a rate as to keep the ether refluxing gently. If there action dopes not start immediately after the addition of a few drops of the halide, the solution may be heated cautiously in order to start the reaction. The mixture is then refluxed for another 0.5 hour and then allowed to cool down. During the whole reaction a current of hydrogen or nitrogen is passed through the apparatus. The resulting grignard reagent is filtered, cooled to -10°C and added slowly to a solution of 18 g of 1-(methoxyphenyl)-propan-1-one in 20 ml benzene to which 0.2 g of MnCl2. The grignard reagent is added so slowly that the temperature is kept below 0°C. After 2 hours, the temperature is raised to room temperature and the solvent distilled off in vacuo. The residue is heated to 170°C at a pressure of 0.4 mm Hg. MgCl(OH) is split off and the product distils over. This compound is dealkylated by heating it for 20 hours with a solution of KOH in glycerin at 190°C in an atmosphere of nitrogen to obtain α,α-diethyl-4,4'-dimethoxystilbene.

Therapeutic Function

Estrogen