Mechlorethamine

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Image:Mechlorethamine.png
Mechlorethamine
Systematic (IUPAC) name
2-chloro-N-(2-chloroethyl)-N-methyl-ethanamine
Identifiers
CAS number 51-75-2
ATC code L01AA05
PubChem 4033
DrugBank APRD00249
Chemical data
Formula C5H11Cl2N 
Mol. mass 156.055 g mol−1
Pharmacokinetic data
Bioavailability  ?
Metabolism Rapid hydrolysis and demethylation, possibly in plasma
Half life < 1 minute
Excretion Urine (50% as metabolites, <0.01% as unchanged drug)
Therapeutic considerations
Pregnancy cat.

D (US)

Legal status

Prescription only

Routes IV, intracavitary, intrapericardially, topical

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Overview

Mechlorethamine also known as chlormethine, mustine, nitrogen mustard and HN2 and sold under the brand name Mustargen, is the prototype anticancer chemotherapeutic drug. Successful clinical use of mechlorethamine gave birth to the field of anticancer chemotherapy. The drug is an analogue of mustard gas and was derived from chemical warfare research, in particular a 1943 accident in Bari, Italy which exposed civilians and soldiers-- it was noted that white cell counts of exposed patients decreased, suggesting a possible therapy for the cancer Hodgkin's lymphoma. It belongs to the group of nitrogen mustard alkylating agents.

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 therefore a powerful vesicant.

External links

de:Mechlorethamin

it:Mecloretamina

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Acknowledgement and Attribution Regarding Sources of Content

Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .

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