CAS No.50-18-0 Cyclophosphamide

Cyclophosphamide

Identification
Name Cyclophosphamide
CAS Registry Number 50-18-0
Synonyms (Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 hydrate;2-(Bis(2-chloroethyl)amino)-2H-1,3,2-oxazaphosphorine 2-oxide;2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide;2-H-1,3,2-Oxazaphosphorinane;2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)tetrahydro-,2-oxide;2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)tetrahydro-,2-oxide, monohydrate;ASTA;Asta B 518
Molecular Structure Cyclophosphamide   50-18-0
Molecular Formula C7H15Cl2N2O2P
Molecular Weight 261.085961
mp: 41-45℃
Safety Statements: 22-24/25
RIDADR: UN 1851

CAS 50-18-0 Wiki / 50-18-0 MSDS

Cyclophosphamide
Cyclophosphamide.svg
R-cyclophosphamide-from-xtal-1996-3D-balls.png
Clinical data
Pronunciation /ˌsklˈfɒsfəˌmd, -lə-/[1][2]
Trade names Lyophilized Cytoxan, Endoxan, Cytoxan, Neosar, Procytox, Revimmune, Cycloblastin
AHFS/Drugs.com Monograph
MedlinePlus a682080
Pregnancy
category
  • AU: D
  • US: D (Evidence of risk)
Routes of
administration
by mouth, intravenous
ATC code
  • L01AA01 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability >75% (by mouth)
Protein binding >60%
Metabolism Liver
Biological half-life 3–12 hours
Excretion Kidney
Identifiers
CAS Number
  • 50-18-0 YesY
PubChem CID
  • 2907
DrugBank
  • DB00531 YesY
ChemSpider
  • 2804 YesY
UNII
  • 6UXW23996M
KEGG
  • D07760 YesY
ChEBI
  • CHEBI:4027 YesY
ChEMBL
  • CHEMBL88 YesY
ECHA InfoCard 100.000.015
Chemical and physical data
Formula C7H15Cl2N2O2P
Molar mass 261.086 g/mol
3D model (JSmol)
  • Interactive image
Melting point 2 °C (36 °F)
  (verify)

Cyclophosphamide (CP), also known as cytophosphane among other,[3] is a medication used as chemotherapy and to suppress the immune system.[4] 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.[4]

Most people develop side effects. Common side effects include low white blood cell counts, loss of appetite, vomiting, hair loss, and bleeding from the bladder. Other severe side effects include an increased future risk of cancer, infertility, allergic reactions, and pulmonary fibrosis. Cyclophosphamide is in the alkylating agent and nitrogen mustard family of medications. It is believed to work by interfering with the duplication of DNA and the creation of RNA.[4]

Cyclophosphamide was approved for medical use in the United States in 1959.[4] It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system.[5] The wholesale cost in the developing world is about 3.65 to 14.30 USD per 1 g vial.[6] In the United Kingdom this dose costs the NHS about 17.06 pounds.[7] In the United States this dose by mouth is about 19.56 USD.[8]