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21416-67-1 molecular structure
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4-[2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione

ChemBase ID: 70615
Molecular Formular: C11H16N4O4
Molecular Mass: 268.26914
Monoisotopic Mass: 268.11715501
SMILES and InChIs

SMILES:
C(C(C)N1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1
Canonical SMILES:
O=C1NC(=O)CN(C1)CC(N1CC(=O)NC(=O)C1)C
InChI:
InChI=1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)
InChIKey:
BMKDZUISNHGIBY-UHFFFAOYSA-N

Cite this record

CBID:70615 http://www.chembase.cn/molecule-70615.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione
IUPAC Traditional name
razoxane
Synonyms
4,4'-(Propane-1,2-diyl)bis(piperazine-2,6-dione)
(±)-1,2-Bis(3,5-dioxopiperazin-1-yl)propane
(±)-1,2-Bis(3,5-dioxopiperazinyl)propane
1,2-Bis(3,5-dioxo-1-piperazinyl)propane
4,4′-Propylenebis(2,6-piperazinedione)
ICI 59118
ICRF 159
NSC 129943
Razoxin
Tepirone
Troxozone
Razoxane
CAS Number
21416-67-1
EC Number
244-379-2
MDL Number
MFCD00430424
PubChem SID
162036330
PubChem CID
30623

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 30623 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Polar Surface Area 98.82 Å2 Rotatable Bonds
Lipinski's Rule of Five true  Acid pKa 11.198792 
H Acceptors H Donor
LogD (pH = 5.5) -2.6580358  LogD (pH = 7.4) -2.6527913 
Log P -2.652655  Molar Refractivity 64.2532 cm3
Polarizability 25.298058 Å3

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: soluble40 mg/mL expand Show data source
Apperance
solid expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
TL6389900 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
Storage Temperature
room temp expand Show data source
Purity
>98% (HPLC) expand Show data source
95+% expand Show data source
Empirical Formula (Hill Notation)
C11H16N4O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - R8657 external link
Biochem/physiol Actions
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 that razoxane inhibits specifically the vasculogenic mimicry of B16F10 melanoma cells.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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