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Melphalan

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Identification
Molecular formula
C13H18Cl2N2O2
CAS number
148-82-3
IUPAC name
2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid
State
State

Melphalan is a solid at room temperature.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
305.19g/mol
Molar mass
305.1930g/mol
Density
1.2905g/cm3
Appearence

Melphalan appears as a white to light yellow crystalline powder.

Comment on solubility

Solubility of 2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid

The solubility of 2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid can be influenced by several factors. This complex compound possesses both hydrophilic and hydrophobic characteristics due to its amine groups and the presence of chloroethyl moieties. Understanding its solubility properties is essential for applications in pharmaceuticals and related fields.

Key Influencers of Solubility:

  • pH of the Solution: The solubility may vary significantly depending on the pH level, as amino acids typically exhibit increased solubility in acidic or alkaline conditions.
  • Solvent Type: Solubility can be greater in polar solvents like water compared to non-polar solvents.
  • Temperature: Higher temperatures often enhance solubility due to increased kinetic energy among molecules.

Additionally, it is important to note that compounds with heavy halogen substituents, like the two chloroethyl groups, can render the compound less soluble due to steric hindrance and the overall hydrophobic nature of the molecule. As such, the solubility behavior of 2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid is likely to be complex and context-dependent.

In summary, while the exact solubility in various solvents would need to be empirically determined, factors such as pH, solvent type, and temperature play crucial roles in influencing its solubility profile.

Interesting facts

Interesting Facts about 2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid

This compound, with a complex structure, belongs to a class of chemical entities known for their significant applications in medicinal chemistry. Here are some engaging insights about its properties and relevance:

  • Pharmaceutical Potential: The compound has been researched for its potential as a therapeutic agent, particularly in cancer treatment. Its design suggests it may possess antitumor activities.
  • Mechanism of Action: The presence of the bis(2-chloroethyl) group is known to be associated with alkylating properties, which can interact with the DNA of cancer cells, potentially leading to cell death.
  • Amino Acid Structure: As an amino acid derivative, it incorporates functional groups that make it highly versatile. The amino and carboxylic acid functional groups are characteristic of many biologically active compounds.
  • Research History: Since the synthesis of similar compounds, a significant amount of research has been conducted to evaluate their efficacy and safety profiles, reflecting the ongoing interest in this class of molecules.

In summary, 2-amino-3-[2-[bis(2-chloroethyl)aminomethyl]phenyl]propanoic acid stands out not only due to its intricate structure but also for its promising roles in targeted therapies, illustrating the fascinating intersection between structure and function in pharmaceutical development. As researchers continue to explore its capabilities, this compound could enhance our understanding of how specific modifications influence biological activity.

Synonyms
Ocaphane (free acid)
HY-19459A
AKOS040747613