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QuickView for Cyclophosphamide (compound)


PubChem
Name: Cyclophosphamide
PubChem Compound ID: 22420
Description: Precursor of an alkylating nitrogen mustard antineoplastic and immunosuppressive agent that must be activated in the LIVER to form the active aldophosphamide. It has been used in the treatment of LYMPHOMA and LEUKEMIA. Its side effect, ALOPECIA, has been used for defleecing sheep. Cyclophosphamide may also cause sterility, birth defects, mutations, and cancer.
Molecular formula: C7H17Cl2N2O3P
Molecular weight: 279.101 g/mol
Synonyms:
Cyclophosphamide (USP); CCRIS 7469; Cyclophosphamide (hydrated); 2H-1,3,2-Oxazaphosphorine, tetrahydro-2-(bis(2-chloroethyl)amino)-, 2-oxide, monohydrate; 2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydrate; Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrate; Cyclophosphamide hydrate (JP15); alkylating agent: crosslinks DNA; N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydrate; N,N-Bis(beta-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide monohydrate.
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DrugBank
Identification
Name: Cyclophosphamide
Name (isomeric): DB00531
Drug Type: small molecule
Description: Precursor of an alkylating nitrogen mustard antineoplastic and immunosuppressive agent that must be activated in the LIVER to form the active aldophosphamide. It has been used in the treatment of LYMPHOMA and LEUKEMIA. Its side effect, ALOPECIA, has been used for defleecing sheep. Cyclophosphamide may also cause sterility, birth defects, mutations, and cancer.
Brand: Cyclophosphane, Cyclophosphoramide, Endoxane, Procytox, Endoxana, Cyclostin, Lyophilized Cytoxan, Sendoxan, ASTA, Neosar, Senduxan, Asta B 518, Clafen, Endoxanal, Genoxal, Semdoxan, Cytophosphan, Mitoxan, CY, Endoxan-Asta, Cytoxan, Cyclophosphamidum, Claphene, Endoxan R, Rcra Waste Number U058, Hexadrin, Cyclophosphamide Monohydrate, Cyklofosfamid, Cyclophosphamide Sterile, Zyklophosphamid, Revimmune, CPA, CTX, Endoxan, CP, Cyclophosphan, Cyclophosphamid, Cytoxan Lyoph, Enduxan
Brand name mixture: Procytox for Injection 2000mg Pws Iv(Cyclophosphamide + Sodium Chloride)
Category: Mutagens, Antineoplastic Agents, Myeloablative Agonists, Antineoplastic Agents, Alkylating, Antirheumatic Agents, Immunosuppressive Agents
CAS number: 6055-19-2
Pharmacology
Indication: For management of malignant lymphomas, multiple myeloma,leukemias, mycosis fungoides (advanced disease), neuroblastoma (disseminated disease), adenocarcinoma of the ovary, retinoblastoma and carcinoma of the breast
Pharmacology:
Cyclophosphamide is an antineoplastic in the class of alkylating agents and is used to treat various forms of cancer. Alkylating agents are so named because of their ability to add alkyl groups to many electronegative groups under conditions present in cells. They stop tumor growth by cross-linking guanine bases in DNA double-helix strands - direct...
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Mechanism of Action:
Alkylating agents work by three different mechanisms: 1) attachment of alkyl groups to DNA bases, resulting in the DNA being fragmented by repair enzymes in their attempts to replace the alkylated bases, preventing DNA synthesis and RNA transcription from the affected DNA, 2) DNA damage via the formation of cross-links (bonds between atoms in the D...
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Absorption: 90-100%
Protein binding: >60%
Biotransformation: hepatic
Route of elimination: It is eliminated primarily in the form of metabolites, but from 5% to 25% of the dose is excreted in urine as unchanged drug.
Half Life: 3-12 hours
Toxicity: infection, myelosuppression, and cardiac toxicity
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take with food to reduce irritation.
Drink liberally- 2 to 3 liters/day.
Drug interaction:
FluconazoleFluconazole reduces metabolism and clearance of cyclophosphamide.
TrastuzumabTrastuzumab may increase the risk of neutropenia and anemia. Monitor closely for signs and symptoms of adverse events.
DicumarolThe antineoplastic agent, cyclophosphamide may alter the anticoagulant effect of dicumarol.
AnisindioneThe antineoplastic agent, cyclophosphamide may alter the anticoagulant effect of anisindione.
SuccinylcholineCyclophosphamide may increase the effect of succinylcholine.
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