Home DNA Damage/DNA Repair DNA/RNA Synthesis inhibitor - DNA alkylator activator Ifosfamide For research use only.

Ifosfamide

Synonyms: NSC109724, Isophosphamide

Ifosfamide is a nitrogen mustard alkylating agent used in the treatment of cancer.

Ifosfamide Chemical Structure

Ifosfamide Chemical Structure

CAS No. 3778-73-2

Purity & Quality Control

Ifosfamide Related Products

Signaling Pathway

DNA/RNA Synthesis Signaling Pathways

DNA/RNA Synthesis Signaling Pathway

Cell Data

Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
SJ-GBM2 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SJ-GBM2 cells 29435139
A673 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells 29435139
Click to View More Cell Line Experimental Data

Biological Activity

Description Ifosfamide is a nitrogen mustard alkylating agent used in the treatment of cancer.
In vitro
In vitro

Ifosfamide (50 mM) increases CYP3A4, CYP2C8, and CYP2C9 protein levels in hepatocytes, which thereby enhances their own rates of 4-hydroxylation in the cultured hepatocytes. Ifosfamide only induces CYP3A4 in one human hepatocyte culture that contained the polymorphically expressed CYP3A5 in addition to the more widely expressed CYP3A4. [1] Ifosfamide is a prodrug metabolised in the liver by cytochrome P450 mixed-function oxidase enzymes to isofosforamide mustard, the active alkylating compound. Ifosfamide has produced favourable response rates in small cell lung cancer, paediatric solid tumours, non-Hodgkin's and Hodgkin's lymphoma, and ovarian cancer. [2] Ifosfamide is highly cytotoxic to MCF-7 cells following stable transfection of CYP2B1 but exhibits no toxicity to parental tumor cells or to a beta-galactosidase-expressing MCF-7 transfectant, this cytotoxicity could be appreciably blocked by the CYP2B1 inhibitor metyrapone. [3] Ifosfamide combined with Zoledronic acid is more effective than each agent alone in preventing tumor recurrence, improving tissue repair, and increasing bone formation as revealed by the analysis of trabecular architecture. [4]
In Vivo
In vivo

Ifosfamide (100 mg/kg, 200 mg/kg and 400 mg/kg) injected intraperitoneally induces a dose dependent increase in bladder wet weight and Evans blue extravasation in mice. Ifosfamide reveals extensive cystitis characterized by acute inflammation with vascular congestion, edema, hemorrhage and fibrin deposition, neutrophil cell infiltration and epithelial denudation in mice. Ifosfamide shows intense reactivity to inducible nitric oxide synthase in the cytoplasm as well as intense and diffuse necrosis on hematoxylin and eosin staining. [5]
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT04925089 Recruiting
Leiomyosarcoma
University of Michigan Rogel Cancer Center|National Cancer Institute (NCI)
 April 26 2023 --
NCT04968106 Recruiting
Resectable Sarcoma
Institut Bergonié|Incyte Biosciences International Sàrl
 December 7 2022 Phase 2
NCT02432274 Completed
Tumors|Solid Malignant Tumors|Osteosarcoma|Differentiated Thyroid Cancer (DTC)
Eisai Limited|Merck Sharp & Dohme LLC|Eisai Inc.
 December 29 2014 Phase 1|Phase 2

Chemical Information & Solubility

Molecular Weight 261.09 Formula

C7H15Cl2N2O2P
CAS No. 3778-73-2 SDF Download Ifosfamide SDF
Smiles C1CN(P(=O)(OC1)NCCCl)CCCl
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 52 mg/mL ( (199.16 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : 52 mg/mL

Ethanol : 52 mg/mL


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In vivo
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

Handling Instructions

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