Basic information
- CAS
98631-95-9- Standard SMILES
CC(C)COC(=O)OCN1C(=O)CN(CCN2CC(=O)N(COC(=O)OCC(C)C)C(=O)C2)CC1=O- InChIKey
OCOKWVBYZHBHLU-UHFFFAOYSA-N- Molecular formula
- C22H34N4O10
- Average molar mass
- 514.5 g/mol
- Monoisotopic mass
- 514.22749329
Overview
Sobuzoxane is an organic molecular entity.
Names & identifiers
- Preferred name
- Sobuzoxane
- IUPAC
- [4-[2-[4-(2-methylpropoxycarbonyloxymethyl)-3,5-dioxopiperazin-1-yl]ethyl]-2,6-dioxopiperazin-1-yl]methyl 2-methylpropyl carbonate
- English name
- Sobuzoxane
- Molecular formula
- C22H34N4O10
- Molecular weight
- 514.53
Names & synonyms
sobuzoxane98631-95-9MST-16SobuzoxanoSobuzoxanumDTXSID5045203R1308VH37P1,2-Bis(4-isobutoxycarbonyloxymethyl-3,5-dioxo-piperazin-1-yl)ethaneDTXCID3025203RefChem:1834921,2-bis(4-isobutoxycarbonyloxymethyl-3,5-dioxopiperazin-1-yl)ethaneMST 16
Show more names
e)(ester)PerazolineSobuzoxane/MST 16methylpropyl)ester4,4’-ethylenebis(1-(hydroxymethyl)-2,6-piperazinedione)bis(isobutylcarbonat1,2-ethanediylbis((2,6-dioxo-4,1-piperazinediyl)methylene)bis(2-carbonicaci4,4'-Ethylenebis(2,6-dioxopiperazine-1-methanol)bis(2-methylpropoxyformate)MST-16, 4,4μ-(1,2-Ethanediyl)bis(1-isobutoxycarbonyloxmethyl-2,6-piperazinedione)
[4-[2-[4-(2-methylpropoxycarbonyloxymethyl)-3,5-dioxopiperazin-1-yl]ethyl]-2,6-dioxopiperazin-1-yl]methyl 2-methylpropyl carbonateMFCD00866498PerazolinSobuzoxane (JAN)NCGC00015954-02SOBUZOXANE [JAN]Sobuzoxane [INN:JAN]Sobuzoxanum [INN-Latin]
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 15
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 743
Physicochemical properties
- Melting point
- 128 · 128-130°; mp 132-133° (Cai, 1989)
- Boiling point
- 664.9 · 664.9±55.0 °C(Predicted)
- Density
- 1.272 · 1.272±0.06 g/cm3(Predicted)
- solubility
- 19 mg/mL · DMSO: 19 mg/mL
- form
- solid
- pka
- 2.75 · 2.75±0.20(Predicted)
- color
- White to off-white
- FDA UNII
- 1308 VH37P · R1308VH37P
- WGK Germany
- 2 · 2
- RTECS
- 1582500 · FG1582500
- Toxicity
- 50 in · LD50 in male, female mice, rats (mg/kg): 807, 960, 877, 567 i.p.; 400, 673, 3025, 2821 s.c.; >5 g/kg orally in all species (Tokiwa)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- rtecs
- FG1582500
- Toxicity
- LD50 in male, female mice, rats (mg/kg): 807, 960, 877, 567 i.p.; 400, 673, 3025, 2821 s.c.; >5 g/kg orally in all species (Tokiwa)
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.
Applications
DescriptionSobuzoxane, a novel bis(2,6-dioxopiperazine) derivative, was introduced in Japan for the treatment of malignant lymphoma and adult T-cell IeukemiaQmphoma (ATLL), which is resistant to chemotherapy and has a poor prognosis. Sobuzoxane exhibits 8 broad spectrum of antitumor activity. It is a noncleavable complexstabilizing topoisomerase II inhibitor and exerts its function via interfering with the catalytic activity of the enzyme to result in an irreversible inhibition of cell division by blockade of chromosome condensation and segregation. Due to Its unique mode of cytocidai activity, it has no cross resistance with many currently available anticancer agents. Sobuzoxane is reported to significantly inhibit growth of human colon, lung, gastric, and breast cancers and is in clinical trials for these indications.
UsesSobuzoxane is an inhibitor of DNA topoisomerase II which induces apoptosis.
Suppliers6 total
Aladdin Scientific[email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
武汉杂环科技有限公司027-88041443 13072715837 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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