mafosfamide

Mafosfamide (INN; development code ASTA-Z-7557) is an oxazaphosphorine (cyclophosphamide-like) alkylating agent under investigation as a chemotherapeutic. It is metabolized by cytochrome P450 into 4-hydroxycyclophosphamide, which is then converted into aldophosphamide, which, in turn yields the cytotoxic metabolites phosphoramide mustard and acrolein.

Chemical data

Formula: C9H19Cl2N2O5PS2
Molecular weight: 401.3 g/mol
IUPAC name: 2-[[(2S,4S)-2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2lambda5-oxazaphosphinan-4-yl]sulfanyl]ethanesulfonic acid

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Research

396 papers

Mafosfamide as a new anticancer agent: preclinical investigations and clinical trials.Anticancer research · 2012
Mafosfamide Boosts GMI-HBVac against HBV via Treg Depletion in HBV-Infected Mice.Vaccines · 2023
Mafosfamide, a cyclophosphamide analog, causes a proinflammatory response and increased permeability on endothelial cells in vitro.Bone marrow transplantation · 2023
Bone marrow purging with mafosfamide--a critical survey.Blut · 1989
Synergistic Combination of Quercetin and Mafosfamide in Treatment of Bladder Cancer Cells.Molecules (Basel, Switzerland) · 2024

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Wikidata facts

Mass: 399.985

Show 4 more facts

chemical formula: C₉H₁₉Cl₂N₂O₅PS₂
canonical SMILES: C1COP(=O)(NC1SCCS(=O)(=O)O)N(CCCl)CCCl
isomeric SMILES: C1CO[P@@](=O)(N[C@H]1SCCS(=O)(=O)O)N(CCCl)CCCl
Commons category: Mafosfamide

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References
Further reading

{{chembox | Verifiedfields = changed | verifiedrevid = 477499263 | ImageFile = Mafosfamide.svg | ImageClass = skin-invert-image | ImageSize = 175 | ImageAlt = Skeletal formula | ImageFile1 = Mafosfamide-3D-balls.png | ImageClass1 = bg-transparent | ImageSize1 = 230 | ImageAlt1 = Ball-and-stick model | IUPACName=2-{(2-[bis(2-chloroethyl)amino]-2-oxido-1,3,2-oxazaphosphinan-4-yl}thio)ethanesulfonic acid | OtherNames=2-{[2-[bis(2-chloroethyl)amino]-2-oxo-1-oxa-3-aza-2λ5-phosphacyclohex-4-yl}sulfanyl]ethanesulfonic acid ASTA-Z-7557

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