4-[3-(10H-pyrido[3,2-b][1,4]benzothiazin-10-yl)propyl]piperazine-1-ethanol dihydrochloride

Pervetral, Homburg , W. Germany ,1962

32 parts of 10-(γ-N-piperazinopropyl)-4-azaphenthiazine in 200 cc of butanol with 9 parts of ethylene chlorohydrin and 14 parts of finely powdered potash are heated for 4 hours under reflux while stirring vigorously. After cooling, extraction is carried out with dilute hydrochloric acid, the substance is finally washed with water and the combined hydrochloric acid aqueous phase is washed twice with ether. The base is then liberated with concentrated sodium hydroxide solution and taken up in chloroform. The chloroform solution is dried with potash and concentrated by evaporation. 26.4 parts of (10-γ-N-Bhydroxyethylpiperazino-N1-propyl)-4-azaphenthiazine are distilled over at 280°C to 300°C/6 mm. The dihydrochloride is obtained in isopropanol with isopropanolic hydrochloric acid. The product melts at 218°C to 220°C.

Antiemetic

A poison by intravenous, intraperitoneal and subcutaneous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx, SOx, and Cl-.