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Submit ReviewEvofosfamide
Description: Hypoxia-activated DNA alkylating agent prodrug
Chemical Name: (1-Methyl-2-nitro-1H-imidazol-5-yl)methyl N,N'-bis(2-bromoethyl)phosphorodiamidate
Purity: ≥98% (HPLC)
Biological Activity for Evofosfamide
Evofosfamide is a hypoxia-activated prodrug of the cytotoxin bromo-isophosphoramide mustard (Br-IPM). Evofosfamide is stable under normoxic conditions but is activated by cellular reductases in hypoxic conditions (IC50 values are 5.1 μM and 0.019 μM, in NSCLC cells under normoxic and hypoxic conditions, respectively). Br-IPM acts as a DNA alkylating agent, inducing intrastrand and interstrand crosslinks. Evofosfamide inhibits NEPC PDX tumor growth by 84.5% in adeno-CRPC and NEPC patient-derived xenograft models. When combined with gemcitabine (Cat. No. 3259), Evofosfamide inhibits primary tumor growth by 96% and significantly extends the survival time in the MIA PaCa-2 human pancreatic cancer orthotopic xenograft model.
Technical Data for Evofosfamide
| M. Wt | 449.04 |
| Formula | C9H16Br2N5O4P |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 918633-87-1 |
| PubChem ID | 11984561 |
| InChI Key | UGJWRPJDTDGERK-UHFFFAOYSA-N |
| Smiles | CN1C(COP(NCCBr)(NCCBr)=O)=CN=C1[N+]([O-])=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Evofosfamide
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 2.25 | 5 | |
| DMSO | 44.9 | 100 |
Preparing Stock Solutions for Evofosfamide
The following data is based on the product molecular weight 449.04. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.23 mL | 11.13 mL | 22.27 mL |
| 5 mM | 0.45 mL | 2.23 mL | 4.45 mL |
| 10 mM | 0.22 mL | 1.11 mL | 2.23 mL |
| 50 mM | 0.04 mL | 0.22 mL | 0.45 mL |
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Product Datasheets for Evofosfamide
References for Evofosfamide
References are publications that support the biological activity of the product.
Duan et al (2008) Potent and highly selective hypoxia-activated achiral phosphoramidate mustards as anticancer drugs. J.Med.Chem. 51 2412 PMID: 18257544
Guo et al (2019) ONECUT2 is a driver of neuroendocrine prostate cancer. Nat.Commun. 10 278 PMID: 30655535
If you know of a relevant reference for Evofosfamide, please let us know.
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Keywords: Evofosfamide, Evofosfamide supplier, hypoxia, activated, prodrug, DNA, crosslink, antitumor, alkylating, agent, phosphoramide, mustard, Cell, Cycle, Inhibitors, Apoptosis, Inducers, 7507, Tocris Bioscience
Citations for Evofosfamide
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
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Programmed Cell Death Poster
There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for Evofosfamide
