Chloroethylnitrosourea

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Identification

Molecular formula
C10H17ClN2O2
CAS Number
13010-47-4
IUPAC Name
1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea
Molecular Weight
251.71g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2837g/cm3
Appearance
may vary depending on its conditions and purity.
Synonyms
semustine
Interesting facts

Interesting Facts about 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea

1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea, often abbreviated as nitroso-urea, is a noteworthy compound primarily because of its applications in medicinal chemistry, particularly in cancer treatment. Here are some fascinating aspects of this chemical:

  • Cancer Treatment: This compound is categorized as a nitrosourea, a class of compounds known for their ability to alkylate DNA. This property makes them effective in chemotherapy regimens against various cancers, including brain tumors.
  • Cytotoxic Mechanism: The cytotoxic action of nitrosoureas involves the formation of highly reactive intermediates. These intermediates can cause significant damage to cancer cells by cross-linking DNA strands, thereby impeding cell proliferation.
  • Unique Structure: The structure of this compound incorporates both chloroethyl and nitroso functional groups, which contribute to its reactivity and antiseptic qualities. The presence of a cyclohexyl group enhances lipophilicity, affecting the drug's distribution in biological systems.
  • Research Applications: In addition to its therapeutic uses, this compound serves as a valuable tool in research, particularly in the study of cellular mechanisms and drug resistance in cancer cells.
  • Side Effects: While effective, nitrosoureas can also present significant side effects due to their lack of specificity. Common adverse effects include myelosuppression and gastrointestinal issues, necessitating careful monitoring during treatment.

As we continue to explore the intricate nature of compounds like 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitroso-urea, it is essential to balance their therapeutic potential with our understanding of their mechanisms and associated risks. This compound's unique properties exemplify the delicate interplay between structure and function in medicinal chemistry.

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