Skip to main content

Melphalan

ADVERTISEMENT
Identification
Molecular formula
C13H18Cl2N2O2
CAS number
148-82-3
IUPAC name
ethyl 2-[[2-acetamido-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-phenyl-propanoate
State
State

At room temperature, melphalan is a solid. It is typically stable when kept at room temperature in a tightly sealed container, away from light and moisture.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
548.30
Boiling point (Kelvin)
821.50
General information
Molecular weight
305.20g/mol
Molar mass
305.1980g/mol
Density
1.3456g/cm3
Appearence

Melphalan is a white to faintly yellow crystalline powder. It is generally supplied as a sterile, lyophilized powder for injection or in tablet form for oral administration.

Comment on solubility

Solubility of Ethyl 2-[[2-acetamido-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-phenyl-propanoate

Ethyl 2-[[2-acetamido-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-phenyl-propanoate, a complex organic compound, demonstrates specific solubility characteristics that can be influenced by several factors. Understanding its solubility is crucial for applications in various scientific fields, particularly in pharmaceuticals.

Factors Influencing Solubility:

  • Polarity: The overall polarity of the compound plays a significant role in its solubility in different solvents. Polar solvents may dissolve this compound more effectively due to potential dipole-dipole interactions.
  • Hydrophilicity and Hydrophobicity: The presence of groups such as the acetamido and chloroethyl components may contribute both polar and non-polar features, affecting the solubility in aqueous or organic solutions.
  • Temperature: Increased temperature may enhance solubility for many organic compounds, allowing for better dissolution in appropriate solvents.
  • pH Levels: Variations in pH can impact the ionization state of the amine and carboxyl groups, which may influence solubility in water.

As a result, it is often observed that this compound may exhibit:

  1. Variable solubility: Depending on the chosen solvent, it can be more soluble in organic solvents like ethanol or DMSO than in water.
  2. Limited aqueous solubility: This complex structure might lead to low solubility in polar solvents, such as water, under standard conditions.

In conclusion, the solubility of ethyl 2-[[2-acetamido-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-phenyl-propanoate depends on a combination of its molecular structure and the environment of the solvent.

Interesting facts

Interesting Facts about Ethyl 2-[[2-acetamido-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-phenyl-propanoate

This compound is an intriguing example of a complex organic molecule that demonstrates the intersection of medicinal chemistry and synthetic organic chemistry. Known for its potential therapeutic applications, this compound can serve as a model for further exploration in cancer treatment due to its structural components. Here are some noteworthy facts:

  • Structure and Function: The compound features a unique arrangement of functional groups, including a propanoyl moiety and an acetamido group, which are pivotal in modulating biological activity.
  • Drug Design: Compounds like this are often investigated in drug discovery programs, particularly in the realm of targeted therapies, where the goal is to develop agents that selectively affect diseased cells while sparing healthy ones.
  • Chloroethyl Groups: The presence of bis(2-chloroethyl) amino groups is particularly interesting as they are known to form DNA cross-links, thus inhibiting cellular replication - a mechanism that is leveraged in anti-cancer agents.
  • Multifunctionality: The phenyl and alkyl groups in the structure not only contribute to the compound’s lipophilicity but also play roles in optimizing the interaction with biological targets.
  • Research Applications: Studies involving this compound may provide insights into the efficacy and safety profiles needed for advanced therapeutic agents, potentially laying the groundwork for innovative cancer treatments.

As you delve deeper into the chemistry of this compound, consider the fine balance between its structural elements and their biological implications. Perhaps, as noted in a recent study, "the future of oncology may hinge on our ability to design such sophisticated molecules that can navigate the complex cellular landscapes." This compound embodies that ambition, making it a fascinating subject in the field of medicinal chemistry.


Synonyms
Asaphan
DL,DL-Asaphan
ETHYL 2-(3-{4-[BIS(2-CHLOROETHYL)AMINO]PHENYL}-2-ACETAMIDOPROPANAMIDO)-3-PHENYLPROPANOATE
Ethyl ester of N-acetyl-DL-sarcolysyl-L-phenylalanine
1620-25-3
Alanine, N-(N-acetyl-3-(p-(bis(2-chloroethyl)amino)phenyl)alanyl)-3-phenyl-, ethyl ester
DTXSID80905645
NSC526622
AKOS024456034
NSC-526622
L-Phenylalanine, N-(N-acetyl-4-(bis(2-chloroethyl)amino)-L-phenylalanyl)-, ethyl ester
3-{4-[Bis(2-chloroethyl)amino]phenyl}-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-2-[(1-hydroxyethylidene)amino]propanimidic acid