4-Hydroperoxy cyclophosphamide

4-Hydroperoxy cyclophosphamide is the active metabolite form of the precursor Cyclophosphamide. 4-Hydroperoxy cyclophosphamide cross-links DNA to induce T cell apoptosis independent of caspase receptor activation, and can activate the mitochondrial death pathway by producing reactive oxygen species (ROS) . 4-Hydroperoxy cyclophosphamide can be used in the study of rheumatoid arthritis and autoimmune diseases[1][2].

Product Specifications

CAS Number

[39800-16-3]

Product Name Alternative

TAK-438 (free base),TAK-438 (Standard),TAK-438 (hydrochloride)

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Apoptosis; DNA Alkylator/Crosslinker; Drug Metabolite; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Apoptosis; Cell Cycle/DNA Damage; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/4-hydroperoxy-cyclophosphamide.html

Purity

98.0

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

O=P1(OCCC(N1)OO)N(CCCl)CCCl

Molecular Formula

C7H15Cl2N2O4P

Molecular Weight

293.08

Precautions

H315, H319, H335

References & Citations

[1]Niu HQ, et al. Combination of 4-hydroperoxy cyclophosphamide and methotrexate inhibits IL-6/sIL-6R-induced RANKL expression in fibroblast-like synoviocytes via suppression of the JAK2/STAT3 and p38MAPK signaling pathway. Int Immunopharmacol. 2018 Aug;61:45-53.|[2]Strauss G, et al. 4-hydroperoxy-cyclophosphamide mediates caspase-independent T-cell apoptosis involving oxidative stress-induced nuclear relocation of mitochondrial apoptogenic factors AIF and EndoG. Cell Death Differ. 2008 Feb;15 (2) :332-43.