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I4909

Sigma-Aldrich

Ifosfamide

≥98%

Synonym(s):

Ifex, N,3-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine-2-oxide

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About This Item

Empirical Formula (Hill Notation):
C7H15Cl2N2O2P
CAS Number:
Molecular Weight:
261.09
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98%

shipped in

wet ice

storage temp.

2-8°C

SMILES string

ClCCNP1(=O)OCCCN1CCCl

InChI

1S/C7H15Cl2N2O2P/c8-2-4-10-14(12)11(6-3-9)5-1-7-13-14/h1-7H2,(H,10,12)

InChI key

HOMGKSMUEGBAAB-UHFFFAOYSA-N

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Application


  • Ewing sarcoma of the pancreas: a pediatric case report and narrative literature review: This study explores the effectiveness of Ifosfamide in the treatment of rare pediatric Ewing sarcoma of the pancreas, providing valuable insights into the chemotherapeutic management of rare cancers (Liu et al., 2024).

  • Prognostic value of hemogram parameters in osteosarcoma: The French OS2006 experience: Highlights the role of Ifosfamide in osteosarcoma treatment as part of a clinical trial, evaluating its impact on survival rates and treatment outcomes (Bastard et al., 2024).

  • Case report: Characteristics and nature of primary cardiac synovial sarcoma: Discusses the utilization of Ifosfamide in managing primary cardiac synovial sarcoma, with an emphasis on its pharmacodynamics and therapeutic efficacy (Kawasaki et al., 2024).

  • Dedifferentiated liposarcoma of the spermatic cord: Examines Ifosfamide′s mechanism of action in treating dedifferentiated liposarcoma, contributing to the broader understanding of its application in sarcoma therapy (Panther et al., 2024).

  • A Rare Case of Extranodal Natural Killer/T-cell Lymphoma, Nasal Type Associated With Hemophagocytic Lymphohistiocytosis in a Patient With Recurrent Sinusitis: This article details the clinical use of Ifosfamide in treating aggressive lymphoma, underscoring its role in complex cases where standard treatments may not suffice (Christensen et al., 2024).

Biochem/physiol Actions

Ifosfamide is a nitrogen mustard compound that is a structural isomer of cyclophosphamide. Ifosfamide is a prodrug that must be transformed by cytochrome P450 to the biologically active component. It is used as an antineoplastic agent in cancer chemotherapy, but ifosfamide is more likely to cause renal toxicity than cyclophosphamide.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Cecile Faure-Conter et al.
Pediatric blood & cancer, 61(2), 253-259 (2013-08-14)
Some children with extracranial germ cell tumors (GCT) relapse after or do not respond to first-line treatment combining chemotherapy and surgery, of whom very few experience long-term survival despite multimodal salvage treatment. This prospective study, part of the French TGM95
Evaristus C Mbanefo et al.
Scientific reports, 9(1), 1586-1586 (2019-02-09)
Ifosfamide and other oxazaphosphorines can result in hemorrhagic cystitis, a constellation of complications caused by acrolein metabolites. We previously showed that a single dose of IPSE (Interleukin-4-inducing principle from Schistosoma eggs), a schistosome-derived host modulatory protein, can ameliorate ifosfamide-related cystitis;
S Stacchiotti et al.
European journal of cancer (Oxford, England : 1990), 49(10), 2376-2383 (2013-04-10)
To report on anthracycline-based chemotherapy in a retrospective case-series analysis of solitary fibrous tumour (SFT) patients treated within the Italian Rare Cancer Network. We reviewed a set of SFT treated with chemotherapy since 2002, focusing on anthracycline, administered alone or
Takako Eto et al.
Gynecologic oncology, 131(3), 574-580 (2013-09-11)
We previously reported on the role of cytoreduction in 248 patients with surgical stage IVb endometrial cancer (EMCA). This study aimed to evaluate the clinical characteristics, prognosis according to initial treatment, and impact of preoperative chemotherapy in the overall population
Andrea B Apolo et al.
Journal of the National Cancer Institute, 105(7), 499-503 (2013-02-16)
A prognostic model that predicts overall survival (OS) for metastatic urothelial cancer (MetUC) patients treated with cisplatin-based chemotherapy was developed, validated, and compared with a commonly used Memorial Sloan-Kettering Cancer Center (MSKCC) risk-score model. Data from 7 protocols that enrolled

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