17692-34-1

Etodroxizine is a piperazine antihistimine.

Moderately toxic by ingestion.

Vesparax,UCB Chemie,W. Germany,1973

ChEBI: Etodroxizine is a diarylmethane.

A mixture of 1.5 mols of 1-(2'-hydroxyethyl)piperazine and 1 mol of pchlorobenzhydryl chloride is heated at 150°C for 15 minutes. The substance is dissolved in water, basified by caustic soda and extracted with benzene.
By purifying the benzene extract in vacuo, a 75% yield is obtained of 1-pchlorobenzhydryl- 4-(2'-hydroxyethyl)piperazine which has a boiling point of 205°C/0.02 mm Hg.
0.2 mol of 1-p-chlorobenzhydryl-4-(2'-hydroxyethyl)piperazine is dissolved in 300 cc of dry benzene and a solution of 36 grams of thionyl chloride in 100 cc of dry benzene is added cold with agitation. Reflux heating is then carried out until sulfur dioxide has ceased to be evolved.
The solvent is evaporated in vacuo, the residue is dissolved in anhydrous acetone and the hydrochloride formed is filtered. The corresponding base is liberated by treating the aqueous solution of this hydrochloride with an excess of potassium carbonate. A benzene extraction is effected and the benzene solution of the base is dried over potassium carbonate.
This benzene solution is then added to an equimolecular solution of the monosodium derivative of diethyleneglycol in a considerable excess of diethyleneglycol. The benzene is removed by distillation and the residue is heated in a boiling water-bath with agitation for 3 hours
The excess diethyleneglycol is removed in vacuo and the residue dissolved in water and then in benzene. The benzene extract is washed several times in water, then purified in vacuo. The 1-p-chlorobenzhydryl-4-(2'-[2"-(2"'- hydroxyethoxy)-ethoxy]-ethyl)piperazine obtained distills at 250°C/0.01 mm Hg.

Hypnotic