Pipobroman Property

Melting point:

106-107℃

Boiling point:

487℃

Density 

1.691

refractive index 

1.6220 (estimate)

Flash point:

248℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly, Heated)

form 

Solid

pka

-0.56±0.70(Predicted)

color 

Crystals from H2O

EPA Substance Registry System

Pipobroman (54-91-1)

Safety

Hazardous Substances Data

54-91-1(Hazardous Substances Data)

Toxicity

LD50 orl-rat: 220 mg/kg IYKEDH 4,467,73

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Pipobroman Chemical Properties,Usage,Production

Originator

Vercyte ,Abbott ,US ,1966

Uses

diuretic, antihypertensive

Definition

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.

Manufacturing Process

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.

brand name

Vercyte (Abbott).

Therapeutic Function

Antineoplastic

Safety Profile

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.