For research use only. Not for therapeutic Use.
Cyclophosphamide, also known as cytophosphane among other, is used as chemotherapy and to suppress the immune system. As chemotherapy it is used to treat lymphoma, multiple myeloma, leukemia, ovarian cancer, breast cancer, small cell lung cancer, neuroblastoma, and sarcoma. As an immune suppressor it is used in nephrotic syndrome and following organ transplant. It is taken by mouth or injection into a vein. The main effect of cyclophosphamide is due to its metabolite phosphoramide mustard. This metabolite is only formed in cells that have low levels of ALDH. Phosphoramide mustard forms DNA crosslinks both between and within DNA strands at guanine N-7 positions (known as interstrand and intrastrand crosslinkages, respectively). This is irreversible and leads to cell apoptosis.
| Catalog Number | I006338 |
| CAS Number | 6055-19-2 (hydrate) |
| Synonyms | Ciclofosfamida; Ciclofosfamide; Cyclophosphamide monohydrate.;2-[bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate |
| Molecular Formula | C7H17Cl2N2O3P |
| Purity | ≥95% |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4°C for short term ,or -20 °C for long term |
| IUPAC Name | N,N-bis(2-chloroethyl)-2-oxo-1,3,2$l^{5} |
| InChI | InChI=1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2 |
| InChIKey | PWOQRKCAHTVFLB-UHFFFAOYSA-N |
| SMILES | C1CNP(=O)(OC1)N(CCCl)CCCl.O |
| Reference | </br>1:Evaluation of the repeated dose liver micronucleus assay using young adult rats with cyclophosphamide monohydrate: a report of a collaborative study by CSGMT/JEMS.MMS. Matsumoto K, Zaizen K, Miyamoto A, Wako Y, Kawasako K, Ishida H.Mutat Res Genet Toxicol Environ Mutagen. 2015 Mar;780-781:90-3. PMID: 26065310 </br>2:Comparing the interaction of cyclophosphamide monohydrate to human serum albumin as opposed to holo-transferrin by spectroscopic and molecular modeling methods: evidence for allocating the binding site. Tousi SH, Saberi MR, Chamani J.Protein Pept Lett. 2010 Dec;17(12):1524-35. PMID: 20937032 </br>3:Changes in solid-state structure of cyclophosphamide monohydrate induced by mechanical treatment and storage. Ketolainen J, Poso A, Viitasaari V, Gynther J, Pirttimäki J, Laine E, Paronen P.Pharm Res. 1995 Feb;12(2):299-304. PMID: 7784349 </br>4:The detection of mitotic and meiotic chromosome gain in the yeast Saccharomyces cerevisiae: effects of methyl benzimidazol-2-yl carbamate, methyl methanesulfonate, ethyl methanesulfonate, dimethyl sulfoxide, propionitrile and cyclophosphamide monohydrate. Whittaker SG, Moser SF, Maloney DH, Piegorsch WW, Resnick MA, Fogel S.Mutat Res. 1990 Nov;242(3):231-58. PMID: 2270095 |
