Pipobroman
- CAS NO.:54-91-1
- Empirical Formula: C10H16Br2N2O2
- Molecular Weight: 356.05
- MDL number: MFCD00866372
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-04 20:04:50
What is Pipobroman?
Absorption
Well absorbed from the GI tract.
Toxicity
Symptoms of overdose include hematologic toxicity, especially with chronic overdosage.
Originator
Vercyte ,Abbott ,US ,1966
The Uses of Pipobroman
diuretic, antihypertensive
Background
An antineoplastic agent that acts by alkylation.
Indications
For the treatment of polycythaemia vera and refractory chronic myeloid leukaemia.
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
Pharmacokinetics
Pipobroman is an antineoplastic agent. Specifically, it is a piperazine derivative with a chemical structure close to that of many DNA alkylating agents. Pipobroman has well-documented clinical activity against polycythemia vera and essential 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.
Metabolism
Not Available
Properties of Pipobroman
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 information for Pipobroman
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity H361:Reproductive toxicity |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Pipobroman
Related products of tetrahydrofuran
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