Molecular structure of 4-Hydroperoxy Cyclophosphamide, CAS Number: 39800-16-3
4-Hydroperoxy Cyclophosphamide (CAS 39800-16-3)
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Alternate Names:
2-[Bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1,3,2-oxazaphosphorin-4-yl Hydroperoxide; 4-Hydroperoxycyclofosfamide; Asta 6496
Application:
4-Hydroperoxy Cyclophosphamide is a metabolite of cyclophosphamide
CAS Number:
39800-16-3
Purity:
≥95%
Molecular Weight:
293.08
Molecular Formula:
C7H15Cl2N2O4P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Hydroperoxy Cyclophosphamide is a metabolite of cyclophosphamide (sc-361165) that has potent immunosuppressive and antineoplastic properties. It crosslinks DNA to induce T cell apoptosis which is independent of death receptor activation. 4-Hydroperoxy Cyclophosphamide also activates mitochondrial death pathways through the production of reactive oxygen pathways.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
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4-Hydroperoxy Cyclophosphamide (CAS 39800-16-3) References
- Studies on cyclophosphamide metabolites and their related compounds. 2. Preparation of an active species of cyclophosphamide and related compounds. | Takamizawa, A., et al. 1975. J Med Chem. 18: 376-83. PMID: 1121004
- Purging with 4-hydroperoxycyclophosphamide. | Jones, RJ. 1992. J Hematother. 1: 343-8. PMID: 1345676
- Divergent cytotoxic effects of PKC412 in combination with conventional antileukemic agents in FLT3 mutation-positive versus -negative leukemia cell lines. | Furukawa, Y., et al. 2007. Leukemia. 21: 1005-14. PMID: 17330105
- 4-hydroperoxy-cyclophosphamide mediates caspase-independent T-cell apoptosis involving oxidative stress-induced nuclear relocation of mitochondrial apoptogenic factors AIF and EndoG. | Strauss, G., et al. 2008. Cell Death Differ. 15: 332-43. PMID: 18034189
- Tumors that acquire resistance to low-dose metronomic cyclophosphamide retain sensitivity to maximum tolerated dose cyclophosphamide. | Emmenegger, U., et al. 2011. Neoplasia. 13: 40-8. PMID: 21245939
- Biophysical investigations on L1210 mouse leukemia cells treated with activated cyclophosphamide metabolites: determination of selective properties of DNA-interstrand and DNA-protein cross-linking mechanisms (alkaline elution and 31P-NMR-spectroscopy) and some aspects of the combination drug and radiotherapy. | Ulmer, W. 1990. Strahlenther Onkol. 166: 157-63. PMID: 2315845
- [Experimental studies on combination chemotherapy based on cell cycle analysis]. | Tsuboi, T. 1985. Nihon Sanka Fujinka Gakkai Zasshi. 37: 629-36. PMID: 2580923
- Release of a votile factor from solutions of oxazaphosphorines which damage normal and malignant cells. | Blomgren, H. and Hallström, M. 1989. Methods Find Exp Clin Pharmacol. 11: 391-7. PMID: 2747340
- 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. | Niu, HQ., et al. 2018. Int Immunopharmacol. 61: 45-53. PMID: 29803913
- Intradermal administration of 4-hydroperoxy-cyclophosphamide during contact sensitization potentiates effector T cell responsiveness in draining lymph nodes. | Boerrigter, GH., et al. 1986. Immunopharmacology. 11: 13-20. PMID: 3485619
- Detection of induced tumour-resistance to cyclophosphamide by the in vitro short term test. | Volm, M., et al. 1977. Arch Gynakol. 223: 249-57. PMID: 579579
- Comparative study on the effects of cyclophosphamide on yeast in vitro and in the host-mediated assay: DNA damage and biological response. | Ogorek, B., et al. 1981. Chem Biol Interact. 37: 141-54. PMID: 7026064
- Toxicity, interstrand cross-links and DNA fragmentation induced by 'activated' cyclophosphamide in yeast: comparative studies on 4-hydroperoxy-cyclophosphamide, its monofunctional analogon, acrolein, phosphoramide mustard, and nor-nitrogen mustard. | Fleer, R. and Brendel, M. 1982. Chem Biol Interact. 39: 1-15. PMID: 7037214
- Metabolism of cyclophosphamide by aldehyde dehydrogenases. | Agarwal, DP., et al. 1995. Adv Exp Med Biol. 372: 115-22. PMID: 7484368
- Cisplatin-resistant human small cell lung cancer cell line shows collateral sensitivity to vinca alkaloids. | Moritaka, T., et al. 1998. Anticancer Res. 18: 927-33. PMID: 9615743
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Hydroperoxy Cyclophosphamide, 1 mg | sc-206885A | 1 mg | $236.00 | |||
4-Hydroperoxy Cyclophosphamide, 5 mg | sc-206885 | 5 mg | $375.00 | |||
4-Hydroperoxy Cyclophosphamide, 10 mg | sc-206885B | 10 mg | $660.00 | |||
4-Hydroperoxy Cyclophosphamide, 25 mg | sc-206885C | 25 mg | $1265.00 | |||
4-Hydroperoxy Cyclophosphamide, 50 mg | sc-206885D | 50 mg | $2336.00 |