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Carmustine

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Identification
Molecular formula
C5H9Cl2N3O2
CAS number
154-93-8
IUPAC name
methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate
State
State

At room temperature, carmustine is a solid, most often encountered in a powdered form that may be reconstituted for medical use.

Melting point (Celsius)
30.00
Melting point (Kelvin)
303.20
Boiling point (Celsius)
181.00
Boiling point (Kelvin)
454.20
General information
Molecular weight
214.06g/mol
Molar mass
214.0630g/mol
Density
1.7437g/cm3
Appearence

Carmustine is typically available as a pale yellow to yellow crystalline powder. It may also appear in a lyophilized form which is used in medicinal applications, especially in chemotherapy.

Comment on solubility

Solubility of Methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate

The solubility of methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate is an important characteristic that influences its application and behavior in various environments. Understanding its solubility can be crucial for both practical and experimental purposes. Here's what is noteworthy about its solubility:

  • Water Solubility: This compound is expected to have limited water solubility due to the presence of hydrophobic alkyl chains and the steric hindrance from the chlorinated ethyl groups.
  • Organic Solvent Solubility: It may exhibit better solubility in organic solvents such as ethanol, methanol, or acetone, which are capable of disrupting the intermolecular forces.
  • pH Dependence: The solubility can also be pH-dependent; under acidic or alkaline conditions, the charged species can affect its solubility in aqueous environments.
  • Substituent Influence: Factors such as the number and nature of substituents on the nitrogen and carbon chains may alter its solubility characteristics.

As with many organic compounds, temperature can also play a significant role; increasing temperature typically enhances solubility, which is vital for applications requiring specific concentrations.

In summary, for practical applications, understanding the solubility profile of methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate can dictate its formulation and usage in various chemical processes.

Interesting facts

Interesting Facts about Methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate

Methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate, commonly referred to as a complex organic compound, certainly piques the interest of chemists and researchers alike. This compound has several noteworthy characteristics and potential applications:

  • Anticancer Potential: This compound is particularly intriguing due to its structural similarities to certain anticancer agents. The presence of the bis(2-chloroethyl) group suggests that it may exhibit cytotoxic effects similar to those seen in well-known chemotherapy drugs such as mustard gas derivatives.
  • Mechanism of Action: The compound's ability to form DNA cross-links can inhibit DNA replication and transcription in cancer cells, making it a candidate for further exploration in cancer treatment research.
  • Inhibition of Enzyme Activity: Methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate represents an interesting subject for studying enzyme inhibition. Its carbamate group may interact with specific biological targets, potentially leading to the development of new pharmaceuticals.
  • Complex Synthesis: The synthesis of this compound involves a multi-step process requiring significant chemical expertise. This offers ample opportunities for students and researchers to hone their synthetic organic chemistry skills.
  • Environmental Concerns: The presence of chlorine atoms in the compound raises questions about its persistence in the environment and potential toxicity, underscoring the importance of studying such compounds under the realm of green chemistry.

The unique blend of *functional groups*, potential biological activity, and the challenges in synthesis make methyl N-[2-[4-[bis(2-chloroethyl)amino]anilino]-2-oxo-ethyl]carbamate a captivating topic for further research and educational discussion. As we delve into its properties and applications, we unlock new avenues toward innovation in various fields, particularly in medicinal chemistry.

Synonyms
BRN 2822376
Carbamic acid, (((p-(bis(2-chloroethyl)amino)phenyl)carbamoyl)methyl)-, methyl ester
3131-18-8
DTXSID90185239
(((p-(Bis(2-chloroethyl)amino)phenyl)carbamoyl)methyl)carbamic acid methyl ester
DTXCID50107730