Structure via PubChem · Public domain (PubChem)
ifosfamide
Sign in to saveAlso known as Holoxan®, Ifex®, MJF-9325, Z-4942, Iphosphamide, Isofosfamide, isosfamide, 3-(2-chloroethyl)-2-((2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
Ifosfamide, sold under the brand name Ifex among others, is a chemotherapy medication used to treat a number of types of cancer. This includes testicular cancer, soft tissue sarcoma, osteosarcoma, bladder cancer, small cell lung cancer, cervical cancer, and ovarian cancer. It is administered by injection into a vein.
Chemical data
- Formula
- C7H15Cl2N2O2P
- Molecular weight
- 261.08 g/mol
- IUPAC name
- N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
- SMILES
- C1CN(P(=O)(OC1)NCCCl)CCCl
- InChIKey
- HOMGKSMUEGBAAB-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 41.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
8,347 papers- Ifosfamide-induced nephrotoxicity in oncological patients.Expert review of anticancer therapy · 2024
- Ifosfamide pharmacokinetics.Investigational new drugs · 1991
- Ifosfamide.Journal of the National Cancer Institute · 1988
- Ifosfamide encephalopathy.Clinical oncology (Royal College of Radiologists (Great Britain)) · 2007
- Ifosfamide clinical pharmacokinetics.Clinical pharmacokinetics · 1994
via PubMed
Wikidata facts
- Mass
- 260.02971862600003
Show 5 more facts
- chemical formula
- C₇H₁₅Cl₂N₂O₂P
- World Health Organisation international non-proprietary name
- ifosfamide
- canonical SMILES
- C1CN(P(=O)(OC1)NCCCl)CCCl
- Commons category
- Ifosfamide
- isomeric SMILES
- OCC1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
Sources (8)
via Wikidata · CC0
~4 min read
Article
5 sectionsContents
- Medical uses
- Administration
- Mechanism of action
- Side effects
- References
Ifosfamide, sold under the brand name Ifex among others, is a chemotherapy medication used to treat a number of types of cancer. This includes testicular cancer, soft tissue sarcoma, osteosarcoma, bladder cancer, small cell lung cancer, cervical cancer, and ovarian cancer. It is administered by injection into a vein.
Common side effects include hair loss, vomiting, blood in the urine, infections, and kidney problems. Other severe side effects include bone marrow suppression and decreased level of consciousness. Use during pregnancy will likely result in harm to the baby. Ifosfamide is in the alkylating agent and nitrogen mustard family of medications. It works by disrupting the duplication of DNA and the creation of RNA.