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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)
Literature (1)
Pathways (1)

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
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
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.

Select a batch to recalculate based on the batch molecular weight:
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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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.

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

Citations are publications that use Tocris products.

Currently there are no citations for Evofosfamide. Do you know of a great paper that uses Evofosfamide from Tocris? Please let us know.

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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

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

Apoptosis Signaling Pathway

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.