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| | Cyclophosphamide monohydrate Basic information |
| | Cyclophosphamide monohydrate Chemical Properties |
| Melting point | 49-51 °C (lit.) | | Fp | >230 °F | | storage temp. | 2-8°C | | solubility | H2O: 0.1 g/mL, clear, colorless | | form | Crystals or Crystalline Powder | | color | White to almost white | | Water Solubility | 40 g/L | | Merck | 14,2747 | | BRN | 8167897 | | Stability: | Hygroscopic | | InChIKey | PWOQRKCAHTVFLB-UHFFFAOYSA-N | | CAS DataBase Reference | 6055-19-2(CAS DataBase Reference) | | IARC | 1 (Vol. 26, Sup 7, 100A) 2012 | | EPA Substance Registry System | Cyclophosphamide monohydrate (6055-19-2) |
| | Cyclophosphamide monohydrate Usage And Synthesis |
| Chemical Properties | White to Off-White Solid | | Uses | It is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity. This substance is listed as a known human carcinogen. | | Uses | antineoplastic, alkylating agent | | Uses | alkylating agent in cancer therapy | | Uses | An immunosuppressive, cytotoxic apoptosis inducer. | | Uses | Cyclophosphamide monohydrate is used to treat cancers, autoimmune disorders and AL amyloidosis. It is a nitrogen mustard alkylating agent and reacts with deoxyribonucleic acid (DNA) to get its alkylated derivative. It is also involved in cancer research as a tool that induces apoptosis in tumor cells. | | Definition | ChEBI: The monohydrate of cyclophosphamide. | | Brand name | Cytoxan (Bristol-Myers Squibb); Neosar (Sicor). | | General Description | Fine white crystalline powder with a slightly bitter taste. Little or no odor. | | Air & Water Reactions | Water soluble. Sensitive to moisture and light. Aqueous solutions may be kept for a few hours above room temperature, but hydrolysis occurs at temperatures above 86°F. Cyclophosphamide monohydrate undergoes both specific acid and specific base catalysis at extreme pHs. Spontaneous hydrolysis in aqueous solutions. | | Reactivity Profile | Polymerization can occur at temperatures > 120° F. Cyclophosphamide monohydrate reacts with strong oxidizing agents, strong acids and strong bases. Benzyl alcohol increases rate of hydrolysis. | | Fire Hazard | Cyclophosphamide monohydrate is probably combustible. | | Biochem/physiol Actions | Cyclophosphamide is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity. | | Safety Profile | Confirmed human
carcinogen. Poison by ingestion and
intravenous routes. Experimental
reproductive effects. Mutation data
reported. When heated to decomposition it
emits toxic fumes of Cl-, PO,, and NOx. |
| | Cyclophosphamide monohydrate Preparation Products And Raw materials |
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