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Nitrogen mustards
Sunday, September 18, 2011 Posted by Piscean


Nitrogen mustards
Nitrogen mustards represent the largest group of alkylating drugs. They include:
  • chlorambucil
  • cyclophosphamide
  • estramustine
  • ifosfamide
  • mechlorethamine hydrochloride
  • melphalan.
First and fast
Mechlorethamine hydrochloride was the first nitrogen mustard introduced and is rapid-acting.
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Pharmacokinetics (how drugs circulate)
The absorption and distribution of nitrogen mustards, as with most alkylating drugs, vary widely.
Metabolism and excretion
Nitrogen mustards are metabolized in the liver and excreted by the kidneys. Mechlorethamine undergoes metabolism so rapidly that no active drug remains after a few minutes. Most nitrogen mustards possess more intermediate half-lives than mechloreth-amine.
Pharmacodynamics (how drugs act)
Nitrogen mustards form covalent bonds with DNA molecules in a chemical reaction known as alkylation. Alkylated DNA can’t replicate properly, thereby resulting in cell death. Unfortunately, cells may develop resistance to the cytotoxic effects of nitrogen mustards. 
Pharmacotherapeutics (how drugs are used)
Because they produce leukopenia (reduced number of white blood cells [WBCs]), the nitrogen mustards are effective in treating malignant neoplasms, such as Hodgkin’s disease (cancer causing painless enlargement of the lymph nodes, spleen, and lymphoid tissues) and leukemia (cancer of the blood-forming tissues), that can have an associated elevated WBC count.
Nitrogen bomb
Nitrogen mustards also prove effective against malignant lymphoma (cancer of the lymphoid tissue), multiple myeloma (cancer of the marrow plasma cells), melanoma (malignancy that arises from melanocytes), and cancers of the breast, ovaries, uterus, lung, brain, testes, bladder, prostate, and stomach.

Drug interactions
Nitrogen mustards interact with a wide variety of other drugs:
  • Calcium-containing drugs and foods, such as antacids and dairy products, reduce absorption of estramustine.
  • Cyclophosphamide taken with cardiotoxic drugs produces additive cardiac effects.
  • Cyclophosphamide may reduce serum digoxin levels.
  • An increased risk of ifosfamide toxicity exists when the drug is taken with allopurinol, barbiturates, chloral hydrate, or phenytoin.
  • Corticosteroids reduce the effects of ifosfamide.
  • The lung toxicity threshold of carmustine may be reduced when taken with melphalan.
  • Interferon alpha may reduce serum concentration of melphalan.

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