Mechlorethamine

Share on Facebook Share on Twitter Email
Top

Key Terms: Anemia, Antidote, Chemotherapy, Deoxynucleic acid, Food and Drug Administration, Intravenous, Metastatic.

Definition

Mechlorethamine is a chemotherapy medicine used to treat cancer by destroying cancerous cells. Mechlorethamine is marketed as the brand name Mustargen. It is also commonly known as nitrogen mustard.

Purpose

Mechlorethamine is approved by the Food and Drug Administration (FDA) to treat Hodgkin's disease and non-Hodgkins' lymphomas. It is also approved for certain types of leukemia, malignant lymphomas, and lung cancer. Mechlorethamine has been used to relieve symptoms caused by a build up of cancerous fluid in the lungs, abdomen, and around the heart.

Description

Mechlorethamine is one of the first chemotherapy drugs discovered to have an effect on cancer cells. Clinical trials with this agent began in the 1940s. Mechlorethamine is a member of the group of chemotherapy drugs known as alkylating agents. Alkylating agents interfere with the genetic material (DNA) inside the cancer cells, more specifically through cross-linking DNA strands, and prevent them from further dividing and growing more cancer cells. Mechlorethamine is commonly combined with other chemotherapy agents to treat cancer.

Recommended Dosage

A mechlorethamine dose can be determined using a mathematical calculation that measures a person's body surface area (BSA). This number is dependent upon a patient's height and weight. The larger the person, the greater the body surface area. BSA is measured in the units known as square meter (m2). The body surface area is calculated and then multiplied by the drug dosage in milligrams per square meter (mg/m2). This calculates the actual dose a patient is to receive.

Mechlorethamine is a yellowish liquid that is injected directly into a vein over a period of one to five minutes. It can also be applied onto the skin as an ointment for certain conditions.

Mechlorethamine is combined with other chemotherapeutic drugs vincristine (oncovin), procarbazine, and prednisone for treatment of Hodgkin's disease. The dose of mechlorethamine used in this regimen is 6 mg per square meter on day 1 and day 8 of a treatment cycle. This regimen is referred to as MOPP, and was one the initial regimens that caused a breakthrough in the treatment of Hodgkin's disease.

Mechlorethamine can also be infused into certain compartments in the body where cancerous fluid has accumulated. The dose for this treatment is based on a patient's weight in kilograms (1 kilogram is 2.2 pounds). Mechlorethamine is given at a dose of 0.2 to 0.4 mg per kilogram of body weight, infused directly into the area where the fluid is building up.

Precautions

Patients should notify their doctors if they have had any previous allergic reactions to chemotherapy treatment or if they have received radiation therapy.

Blood counts should be monitored regularly while on mechlorethamine therapy. During a certain time period after receiving mechlorethamine, there may be an increased risk of getting infections. Caution should be taken to avoid unnecessary exposure to crowds and people with infections.

Patients who may be pregnant or are trying to become pregnant should tell their doctors before receiving mechlorethamine. Chemotherapy can cause men and women to become sterile, or unable to have children.

Patients should check with their doctors before receiving live virus vaccines while on chemotherapy.

Patients should increase their intake of fluids while on this medication.

Side Effects

One of the most common side effects from receiving mechlorethamine is nausea and vomiting. The nausea and vomiting can begin within one hour from receiving the drug. Patients will be given antiemetics before and after receiving mechlorethamine to help prevent or decrease this side effect.

A common side effect from taking mechlorethamine is low blood cell counts (myelosuppression). When the white blood cell count is lower than normal (neutropenia), patients are at an increased risk of developing fever and infections. The platelet blood count can also be decreased. Platelets are blood cells in the body that cause clots to form to stop bleeding. When the platelet count is low, patients are at an increased risk for bruising and bleeding. Low red blood cell counts (anemia), make people feel tired, dizzy, and lacking in energy.

Less common side effects from mechlorethamine include diarrhea, loss of appetite (anorexia), mouth sores, liver problems, metallic taste in the mouth, fever, ringing in the ears or hearing loss, and inflammation at the injection site. Allergic reactions have been reported, some of them severe anaphylactic reactions.

Damage to nerves and nervous system tissues is uncommon with mechlorethamine therapy. However, some reports do exist of nerve damage that has resulted in numbness and tingling in the hands and feet.

Mechlorethamine can cause skin reactions. When applied on top of the skin, the area can become red, swollen, brown colored, itchy, and have a burning sensation.

Hair loss (alopecia), irritation, and change of color of the vein where the drug was injected can occur. If the drug is not given directly into the vein, or is accidentally injected into surrounding areas of tissue, an antidote must be administered to that area as soon as possible. The area will become painful, gray-colored, and the tissue will begin to die. This is considered a severe reaction, and medical personnel must be notified immediately.

Interactions

Radiation therapy along with mechlorethamine administration can cause severe damage to the bone marrow.

—Nancy J. Beaulieu, R.Ph., B.C.O.P.

Top
Mechlorethamine
Identifiers
CAS number 51-75-2 YesY
PubChem 4033
ChemSpider 3893 YesY
UNII 50D9XSG0VR YesY
EC number 200-120-5
DrugBank DB00888
KEGG D0767 N
MeSH Mechlorethamine
ChEBI CHEBI:28925 YesY
ChEMBL CHEMBL427 YesY
ATC code D08AX04,L01AA05
Jmol-3D images Image 1
Properties
Molecular formula C5H11Cl2N
Molar mass 156.05 g mol−1
Exact mass 155.026854771 g mol−1
Appearance Colourless, transparent liquid
Odor Ichtyal, ammoniacal
log P 0.91
Pharmacology
Routes of
administration
  • Intracavitary
  • Intrapericardial
  • Intravenous
  • Topical
Elimination
half-life
<1 minute
Excretion 50% (renal)
Legal status


Prescription only

Pregnancy
category
D(US)
Related compounds
Related amines
Related compounds
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Mechlorethamine also known as chlormethine, mustine and HN2 is a nitrogen mustard sold under the brand name Mustargen. It is the prototype of alkylating agents, a group of anticancer chemotherapeutic drug. It works by binding to DNA, crosslinking two strands and preventing cell duplication. It binds to the N7 nitrogen on the DNA base guanine. As the chemical is a blister agent, its use is strongly restricted within the Chemical Weapons Convention where it is classified as a Schedule 1 substance.

Mechlorethamine belongs to the group of nitrogen mustard alkylating agents.[1][2]

Contents

History

Successful clinical use of mechlorethamine gave birth to the field of anticancer chemotherapy. The drug is a nitrogen-based analogue of mustard gas (which is sulfur-based) and was derived from chemical warfare research. Secret clinical trials of the agent for Hodgkin's disease and several other lymphomas and leukemias in humans began in December 1942. Because of wartime secrecy restrictions, it was not until 1946 that the results of these trials were published openly.[3]

Uses

It has been derivatized into the estrogen analogue estramustine, used to treat prostate cancer.

It can also be used in chemical warfare where it has the code-name HN2. This chemical is a form of nitrogen mustard gas and a powerful vesicant.

See also

References

  1. ^ Rappeneau S, Baeza-Squiban A, Jeulin C, Marano F (March 2000). "Protection from cytotoxic effects induced by the nitrogen mustard mechlorethamine on human bronchial epithelial cells in vitro". Toxicol. Sci. 54 (1): 212–21. doi:10.1093/toxsci/54.1.212. PMID 10746948. http://toxsci.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=10746948. 
  2. ^ Takimoto CH, Calvo E. "Principles of Oncologic Pharmacotherapy" in Pazdur R, Wagman LD, Camphausen KA, Hoskins WJ (Eds) Cancer Management: A Multidisciplinary Approach. 11 ed. 2008.
  3. ^ Gilman A. (1963). "The initial clinical trial of nitrogen mustard". Am J Surg. 105 (5): 574–578. doi:10.1016/0002-9610(63)90232-0. PMID 13947966. 

External links


Post a question - any question - to the WikiAnswers community:

Copyrights: