39800-16-3
Chemical Structure
4-Hydroperoxy cyclophosphamide
- CAS No.: 39800-16-3
- Formula:C7H15Cl2N2O4P
- Molecular Weight:293.08
IUPAC Name: 2-(bis(2-chloroethyl)amino)-4-hydroperoxy-1,3,2-oxazaphosphinane 2-oxide
InChIKey: VPAWVRUHMJVRHU-UHFFFAOYSA-N
SMILES: O=P1(OCCC(N1)OO)N(CCCl)CCCl
Biological Activity: 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].
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4-Hydroperoxy cyclophosphamide | 98.0% | 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. | ||||||||||||||||||||
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4-Hydroperoxy Cyclophosphamide-d4 | 95.0% | 4-Hydroperoxy Cyclophosphamide-d4 is the deuterium labeled 4-Hydroperoxy cyclophosphamide. 4-Hydroperoxy cyclophosphamide is the active metabolite form of the proagent Cyclophosphamide. 4-Hydroperoxy cyclophosphamide crosslinks DNA and induces T cell apoptosis independent of death receptor activation, but activates mitochondrial death pathways through production of reactive oxygen species (ROS). 4-Hydroperoxy cyclophosphamide has the potential for lymphomas and autoimmune disorders. | ||||||||||||||||||||
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- [1]. 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. [Content Brief]
- [2]. 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. [Content Brief]