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Cloretazine

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Identification
Molecular formula
C7H13Cl2NO2
CAS number
50-28-2
IUPAC name
2-[bis(2-chloroethyl)amino]propanoic acid
State
State

At room temperature, this compound is typically a solid. The appearance might change slightly depending on specific storage conditions, potentially being crystalline or powdery in form.

Melting point (Celsius)
64.50
Melting point (Kelvin)
337.65
Boiling point (Celsius)
274.50
Boiling point (Kelvin)
547.65
General information
Molecular weight
213.10g/mol
Molar mass
260.5840g/mol
Density
1.3300g/cm3
Appearence

2-[bis(2-chloroethyl)amino]propanoic acid is a colorless or pale yellow compound that is typically observed as a powder or crystalline solid. It must be handled with care due to its reactive nature.

Comment on solubility

Solubility of 2-[bis(2-chloroethyl)amino]propanoic acid

2-[bis(2-chloroethyl)amino]propanoic acid exhibits interesting solubility characteristics that are important to consider in its applications. Here are several points regarding its solubility:

  • Polarity: The presence of functional groups, such as the carboxylic acid moiety, contributes to increased polarity, enhancing solubility in polar solvents.
  • Solvent Compatibility: This compound is generally soluble in water due to its polar character, but its solubility may vary depending on pH and temperature.
  • Non-Polar Solvents: Solubility in non-polar solvents is expected to be low, primarily due to the hydrophilic nature of the acid functional group.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules further increases its solubility in aqueous environments.

In conclusion, the solubility of 2-[bis(2-chloroethyl)amino]propanoic acid is highly dependent on its environment. As stated, "solubility is a balance of polar and non-polar interactions," making this compound a fascinating study in chemical behavior associated with solubility.

Interesting facts

Interesting Facts about 2-[bis(2-chloroethyl)amino]propanoic acid

2-[bis(2-chloroethyl)amino]propanoic acid, commonly known for its role in medicinal chemistry, is a compound with intriguing properties that have captivated the interest of scientists and researchers alike.

Biological Significance

  • Chemotherapeutic Agent: This compound is primarily known for its use in the development of anticancer drugs. Its structure allows it to interact with cellular mechanisms, making it an important player in targeted cancer therapies.
  • Mechanism of Action: The bis(2-chloroethyl)amino group is crucial in its action. This group can form reactive intermediates, leading to alkylation of DNA, which disrupts replication and ultimately induces apoptosis in cancer cells.
  • Research Applications: Beyond its therapeutic applications, it is often used in research to explore biochemical pathways and the development of new drugs.

Properties and Reactions

  • Acidic Nature: The presence of the carboxylic acid group allows for various acid-base reactions, making it a valuable intermediate in organic synthesis.
  • Reactivity: Due to the presence of the chloroethyl groups, the compound is highly reactive, facilitating the formation of new compounds through nucleophilic substitutions.

Safety and Handling

As with many chemical compounds, handling 2-[bis(2-chloroethyl)amino]propanoic acid requires careful attention:

  • Toxicity: The chloroethyl moiety is known to be toxic, and therefore proper safety protocols need to be followed while working with this compound.
  • Protective Equipment: Always use gloves, goggles, and a lab coat to avoid direct contact.

Conclusion

In summary, 2-[bis(2-chloroethyl)amino]propanoic acid stands out not only for its biological relevance but also for its chemical versatility. As we continue to uncover its potential, its importance in both therapeutic applications and scientific research will only grow.

Synonyms
N,N-Bis(2-chloroethyl)alanine
ALANINE, N,N-BIS(2-CHLOROETHYL)-
DTXSID30928006
DTXCID001356783
13322-66-2
Alanine mustard
SCHEMBL4979486