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Carmustine

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Identification
Molecular formula
C10H19Cl2N3O2
CAS number
154-93-8
IUPAC name
aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone
State
State

At room temperature, carmustine in its pure form is a solid. However, due to its relatively low melting point, it can melt into a viscous liquid when slightly warmed.

Melting point (Celsius)
30.00
Melting point (Kelvin)
303.00
Boiling point (Celsius)
300.80
Boiling point (Kelvin)
573.80
General information
Molecular weight
214.06g/mol
Molar mass
214.0570g/mol
Density
1.5200g/cm3
Appearence

Carmustine is generally a white to off-white crystalline powder. It is known to be sensitive to light and often appears in a slightly yellowed form when exposed to light over time.

Comment on solubility

Solubility of Aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone

The solubility of the compound aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone in various solvents is a critical factor affecting its pharmacological properties and applications. This compound tends to exhibit unique solubility characteristics due to its complex molecular structure, which includes both polar and non-polar functional groups.

Key Aspects of Solubility:

  • Polarity: The presence of the bis(2-chloroethyl)amino moiety contributes to the overall polarity of the molecule.
  • Solvent Interactions: This compound is likely to be more soluble in:
    • Polar solvents such as water and dimethyl sulfoxide (DMSO).
    • Less polar solvents like ethanol and methanol due to its hydrophobic regions.
  • Temperature Dependence: Its solubility may increase with temperature, illustrating a typical thermodynamic behavior of organic compounds.
  • pH Sensitivity: Variations in pH can affect solubility, particularly for molecules with ionizable groups.

In summary, the solubility of aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone is influenced by its distinct functional groups, temperature, and solvent availability. Understanding these factors can vastly improve its usability in scientific and medical contexts.

Interesting facts

Interesting Facts about Aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone

Aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone is a fascinating compound that combines several intriguing features. Here are some interesting aspects to consider:

  • Structural Complexity: This compound showcases an aziridine ring, a three-membered cyclic amine known for its unique reactivity. Such rings can participate in various chemical reactions, making them valuable in synthetic chemistry.
  • Biological Relevance: The presence of the bis(2-chloroethyl)amino group is reminiscent of certain chemotherapeutic agents, particularly alkylating agents that have been used in cancer treatment. Such structures work by disrupting DNA, thereby impeding cell division.
  • Pharmaceutical Applications: Compounds with similar structures have been studied for their potential in drug design. They may offer insights into developing targeted therapies, especially in oncology.
  • Reactivity: The aziridinyl moiety can undergo ring-opening reactions under various conditions, potentially leading to the formation of more complex structures. This property is exploited in many organic synthesis applications.
  • Molecular Interactions: The bulky phenyl and methyl substituents allow for interesting steric interactions, which can influence the compound's overall reactivity and biological activity.

In summary, aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methyl-phenyl]methanone stands out not just for its structure, but also for its potential implications in medicinal chemistry and organic synthesis. This compound is a prime example of how seemingly simple structures can lead to complex and valuable chemical interactions.

Synonyms
21447-86-9
AZIRIDINE, 1-(3-(BIS(2-CHLOROETHYL)AMINO-p-TOLUOYL)-
DTXSID40175726
1-(3-(Bis(2-chloroethyl)amino-4-methylbenzoyl)aziridine)
Ketone, 1-aziridinyl 3-(bis(2-chloroethyl)amino)-p-tolyl
RefChem:320410
DTXCID0098217
aziridin-1-yl-[3-[bis(2-chloroethyl)amino]-4-methylphenyl]methanone