Chemicals and Drugs

Cyclophosphamide

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.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

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.

Chemical Identity

Chemical Information

Molecular Formula
C7H15Cl2N2O2P
Molecular Weight
261.08 g/mol
CAS Registry No.
50-18-0
IUPAC Name
N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
InChIKey
CMSMOCZEIVJLDB-UHFFFAOYSA-N
SMILES
C1CNP(=O)(OC1)N(CCCl)CCCl
MeSH Unique ID
D003520
Source
PubChem CID 2907

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

19 entry terms
  • (+,-)-2-(bis(2-Chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-Oxide Monohydrate
  • B-518
  • Cyclophosphamide Anhydrous
  • Cyclophosphamide Monohydrate
  • Cyclophosphamide, (R)-Isomer
  • Cyclophosphamide, (S)-Isomer
  • Cyclophosphane
  • Cytophosphan
  • Cytophosphane
  • Cytoxan
  • Endoxan
  • NSC-26271
  • Neosar
  • Procytox
  • Sendoxan
  • B 518
  • B518
  • NSC 26271
  • NSC26271

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Hierarchy

Tree Numbers

  1. D02w.455w.526.728w.650w.730.243w
  2. D02w.705w.672w.500.243w

MeSH Record

NLM Classification

QV 269

AMA Style

References

  1. National Library of Medicine. Cyclophosphamide. Medical Subject Headings (MeSH). 2026. Unique ID D003520. http://id.nlm.nih.gov/mesh/2026/D003520
  2. Cyclophosphamide. In: Wikipedia. https://en.wikipedia.org/wiki/Cyclophosphamide
  3. Cyclophosphamide. In: Wikidata. https://www.wikidata.org/wiki/Q408524
  4. Cyclophosphamide. In: PubChem Compound. CID 2907. https://pubchem.ncbi.nlm.nih.gov/compound/2907