Ifosfamide (NSC109724) - Moligand™, 10mM in DMSO , DNA inhibitor, CAS No.3778-73-2, DNA inhibitor

CAS: 3778-73-2 Cat. No.: I409122 Molecular Weight: 261.09 EC Number: 223-237-3

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Isophosphamide | 2H-1,3,2-Oxazaphosphorin-2-amine, N,3-bis(2-chloroethyl)tetrahydro-, 2-oxide

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Ifosfamide (NSC109724) Ifosfamide (NSC109724, Isophosphamide) is a nitrogen mustard alkylating agent used in the treatment of cancer.
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. 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. 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. 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.

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.
Cell Data

cell lines：Malme-3M melanoma cells

Concentrations：

Incubation Time：

Powder Purity:≥97%

Specifications

Synonyms

Isophosphamide | 2H-1, 3, 2-Oxazaphosphorin-2-amine, N, 3-bis(2-chloroethyl)tetrahydro-, 2-oxide

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Ifosfamide (NSC109724, Isophosphamide) is a nitrogen mustard alkylating agent used in the treatment of cancer.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

DNA inhibitor

Product Properties

• ALogP: 0.9

Names and Identifiers

• Isomeric SMILES: C1CN(P(=O)(OC1)NCCCl)CCCl
• WGK Germany: 3
• RTECS: RP6050000
• Alternate CAS: 3778-73-2
• NSC Number: 109724
• MeSH Entry Terms: Asta Z 4942;Holoxan;Ifosfamide;Iphosphamide;Iso Endoxan;Iso-Endoxan;Isofosfamide;Isophosphamide;NSC 109,724;NSC 109724;NSC-109,724;NSC-109724;NSC109,724;NSC109724
• Molecular Weight: 261.09
• Reaxy-Rn: 5802893
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5802893&ln=

Chemical and Physical Properties

• Melt Point(°C): 42 °C

References

1. Yixin Wang, Lang Jin, Chuanjie Zong, Xidong Zhang.  (2025)  Effects of cisplatin, paclitaxel combined with high-dose methotrexate as adjuvant therapy on survival rates in osteosarcoma patients, and analysis of influencing factors.  American Journal of Cancer Research,  15  (6): (2618).  [PMID:40667547] [10.62347/RLWT8295]