ChemicalBook > CAS DataBase List > 4,4'-propylenebis(piperazine-2,6-dione)

4,4'-propylenebis(piperazine-2,6-dione)

Product Name
4,4'-propylenebis(piperazine-2,6-dione)
CAS No.
21416-67-1
Chemical Name
4,4'-propylenebis(piperazine-2,6-dione)
Synonyms
Troxozone;RAZOXANUM;Propyliminum;rac-Dexrazoxane;4,4'-(Propane-1,2-diyl);Razoxane, 10 mM in DMSO;bis(piperazine-2,6-dione);-propylenebis(piperazine-2,6-dione);4,4'-propylenebis(piperazine-2,6-dione);4,4'-Propane-1,2-diyldipiperazine-2,6-dione
CBNumber
CB5918838
Molecular Formula
C11H16N4O4
Formula Weight
268.27
MOL File
21416-67-1.mol
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4,4'-propylenebis(piperazine-2,6-dione) Property

Melting point:
237-239°
Boiling point:
411.43°C (rough estimate)
Density 
1.2576 (rough estimate)
refractive index 
1.6081 (estimate)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO: soluble40mg/mL
form 
solid
pka
11.00±0.20(Predicted)
color 
White to off-white
Water Solubility 
3g/L(25 ºC)
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Safety

WGK Germany 
3
RTECS 
TL6389900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R8657
Product name
Razoxane
Purity
>98% (HPLC)
Packaging
5mg
Price
$115
Updated
2025/07/31
TRC
Product number
R128060
Product name
Razoxane
Packaging
1g
Price
$715
Updated
2021/12/16
Matrix Scientific
Product number
076182
Product name
4,4'-(Propane-1,2-diyl)bis(piperazine-2,6-dione)
Purity
95+%
Packaging
250mg
Price
$907
Updated
2021/12/16
AK Scientific
Product number
E393
Product name
Razoxane
Packaging
1g
Price
$1063
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0008266
Product name
RAZOXANE
Purity
95.00%
Packaging
1G
Price
$1575
Updated
2021/12/16
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4,4'-propylenebis(piperazine-2,6-dione) Chemical Properties,Usage,Production

Uses

Razoxane is an inhibitor of Topo II.

Definition

ChEBI: Razoxane is a N-alkylpiperazine.

Biological Activity

Razoxane is clinically active against angiogenesis and metastasis. Razoxane specifically inhibits topoisomerase II without inducing DNA strand breaks (topo II catalytic inhibitor). It is an antimitotic agent with immunosuppressive properties. Razoxane inhibits blood-borne and lymphatic metastases in different experimental models. Studies have shown th at razoxane inhibits specifically the vasculogenic mimicry of B16F10 melanoma cells.

Safety Profile

Suspected human carcinogen producing leukemia and skin tumors. Moderately toxic by intraperitoneal route. Human effects: normocytic anemia and thrombocytopenia. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

in vivo

Early treatment with Razoxane (30 mg/kg i.p. from day -2 to +14) shows a greater inhibition of pulmonary metastases than later treatment (30 mg/kg i.p. from day +14 to +28 after transplantation)[2].

Animal Model:Sprague-Dawley rats[2]
Dosage:30 mg/kg or 10 mg/kg per day
Administration:Intraperitoneally (i.p.) from 2 days before to 14 days after tumor transplantation
Result:Resulted in a dose-dependent prolongation of median survival time (83 or 48 days respectively, versus 38 days for the control group), but showed no influence on the growth of the primary tumor.

IC 50

Topoisomerase II

4,4'-propylenebis(piperazine-2,6-dione) Preparation Products And Raw materials

Raw materials

Preparation Products

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21416-67-1, 4,4'-propylenebis(piperazine-2,6-dione) Related Search:


  • 4,4'-propylenebis(piperazine-2,6-dione)
  • 4,4'-(Propane-1,2-diyl)bis(piperazine-2,6-dione)
  • RAZOXANUM
  • 4,4'-(1-Methylethylene)bis(2,6-piperazinedione)
  • 4,4'-Propane-1,2-diyldipiperazine-2,6-dione
  • Propyliminum
  • 4-[3-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione
  • 4,4'-(Propane-1,2-diyl)
  • bis(piperazine-2,6-dione)
  • Troxozone
  • -propylenebis(piperazine-2,6-dione)
  • 4,4'-propylenebis(piperazine-2,6-dione) USP/EP/BP
  • 4,5,9,10-Pyrenetetrone,2,7-bis(1,6-dimethylethyl)-
  • rac-Dexrazoxane
  • ICRF 159,ICRF159,ICRF-159,Topoisomerase II Inhibitor,Razoxane,RCC,Inhibitor,Topoisomerase,renal cell carcinoma,inhibit
  • Razoxane (ICRF-159), PDGF beta-receptor inhibitor
  • Razoxane, 10 mM in DMSO
  • 21416-67-1
  • Angiogenesis and metastasis.