Vercyte ,Abbott ,US ,1966
diuretic, antihypertensive
ChEBI: Pipobroman is an N-acylpiperazine that is piperazine in which each of the nitrogens has been acylated by a 3-bromopropionoyl group. An anti-cancer drug. It has a role as an antineoplastic agent and an alkylating agent. It is a N-acylpiperazine, a tertiary carboxamide and an organobromine compound.
To a solution of 17.2 g (0.10 mol) of 3-bromopropionyl chloride in 100 ml of anhydrous benzene was added dropwise with stirring a solution of 8.6 g (0.10 mol) of anhydrous piperazine in 20 ml of dry chloroform over a period of 30 minutes. The temperature rose spontaneously to 45°C during the addition. After the temperature ceased to rise, stirring was continued for another hour. The reaction mixture was then filtered to remove the piperazine hydrochloride by-product. The filtrate was evaporated to dryness and the residue recrystallized from ethanol to obtain the desired N,N'-bis-(3bromopropionyl)piperazine as a white crystalline solid melting at 103°C to 104°C. The identity of the product was further established by elemental analysis.
Poison by ingestion,subcutaneous and intraperitoneal routes. An experimentalteratogen. Other experimental reproductive effects.Human mutation data reported. When heated todecomposition it emits very toxic fumes of Br- and NOx.
