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ChemicalBook--->CAS DataBase List--->54-91-1

54-91-1

54-91-1 Structure

54-91-1 Structure
IdentificationBack Directory
[Name]

Pipobroman
[CAS]

54-91-1
[Synonyms]

A-8103
Amedel
Vercyte
NSC-25154
Pipobroman
1,4-Bis(3-bromopropionyl)piperazine
1,4-Bis(3-bromo-1-oxopropyl)piperazine
1,4-Bis(3-bromo-1-oxopropyl)piperadine
1,1'-(1,4-Piperazinediyl)bis[3-bromo]-1-propanone
1,1'-(Piperazine-1,4-diyl)bis(3-bromopropan-1-one)
1-Propanone, 1,1'-(1,4-piperazinediyl)bis[3-bromo-
3-bromo-1-[4-(3-bromopropanoyl)piperazin-1-yl]propan-1-one
[Molecular Formula]

C10H16Br2N2O2
[MDL Number]

MFCD00866372
[MOL File]

54-91-1.mol
[Molecular Weight]

356.05
Chemical PropertiesBack Directory
[Melting point ]

106-107℃
[Boiling point ]

487℃
[density ]

1.691
[refractive index ]

1.6220 (estimate)
[Fp ]

248℃
[storage temp. ]

Inert atmosphere,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 DataBack Directory
[Hazardous Substances Data]

54-91-1(Hazardous Substances Data)
[Toxicity]

LD50 orl-rat: 220 mg/kg IYKEDH 4,467,73
Hazard InformationBack Directory
[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
[Biological Activity]

Pipobroman is an alkylating agent th at is used as anti-cancer drug. It also has clinical activity in polycythemia vera and thrombocythemia.
[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.
[storage]

Store at -20°C
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