Chemical Property of 2-chloro-N-(2-chloroethyl)-N-methylethanamine;hydron;chloride
Chemical Property:
- Appearance/Colour:white crystalline powder
- Melting Point:108-111 °C(lit.)
- Refractive Index:1.6300 (estimate)
- Boiling Point:110.3°C at 760 mmHg
- PKA:pKa 6.43 (Uncertain)
- Flash Point:20.5°C
- PSA：3.24000
- Density:1.106g/cm3
- LogP:2.19780
- Storage Temp.:−20°C
- Sensitive.:Hygroscopic
- Solubility.:H2O: very soluble
- Hydrogen Bond Donor Count:1
- Hydrogen Bond Acceptor Count:2
- Rotatable Bond Count:4
- Exact Mass:191.003532
- Heavy Atom Count:9
- Complexity:43.7
- Purity/Quality:
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99%min. *data from raw suppliers
Mechlorethamine hydrochloride
98% *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:T+
- Statements:
45-46-28-34-42/43-27/28-61
- Safety Statements:
53-36/37/39-45
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:[H+].CN(CCCl)CCCl.[Cl-]
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Description
Nitrogen mustard (HN) was developed in three formulations: HN-1, HN-2, and HN-3. HN-1 was the first to be produced in the late 1920s and early 1930s. Originally, it was developed as a pharmaceutical and used to remove warts before it became a military agent. Agent H-2 was developed as a military agent and became a pharmaceutical. HN-3 was designed as a military mustard agent and is the only one that remains in military use. Therefore, this section will only cover the characteristics of HN-3 mustard agent. HN-3 is colorless to pale yellow with a butter-almond odor. The chemical formula for nitrogen mustard agent HN-3 is N(CH2CH2Cl)3. It will otherwise be ineffective against stopping the damage to the body.
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Uses
xanthine oxidase/dehydrogenase inhibitor It has been used as an antineoplastic. A nitrogen mustard prepared by action of thionyl chloride on 2,2’(methylimino)-
diethanol in trichloroethylene. Mechlorethamine hydrochloride USP (Mustargen)is used to treat Hodgkin’s disease; non-Hodgkin’s lymphomas; lymphosarcoma; cancer of breast, ovary, lung; neoplastic effusion.
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Indications
Mechlorethamine (Mustargen) is a cytotoxic alkylating
agent. Topical application of freshly prepared aqueous
solutions are used in patients with early stages of cutaneous
T-cell lymphoma. A major disadvantage to the
use of this drug is the rapid induction of allergic contact
dermatitis in some patients. Mechlorethamine (nitrogen mustard; Mustargen), a derivative
of the war gas sulfur mustard, is considered to
be the first modern anticancer drug. In the early 1940s it
was discovered to be effective in the treatment of human
lymphomas.
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Biological Functions
Mechlorethamine is still used in regimens for cancers of the blood (e.g., Hodgkin's disease, chronic myelocytic, or chronic lymphocytic leukemia); fortunately, however, safer and still highly potent antineoplastic agents are now available.
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Clinical Use
Mechlorethamine is the only aliphatic nitrogen mustard currently on the U.S. market. Its use is limited by extremely high reactivity, which leads to rapid and nonspecific alkylation of cellular nucleophiles and excessive toxicity. It is a severe vesicant, and if accidental skin contact occurs, the drug must be inactivated with 2% sodium thiosulfate (Na2S2O3) solution.
