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Chlorambucil

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Identification
Molecular formula
C14H19Cl2NO2
CAS number
305-03-3
IUPAC name
2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid
State
State

At room temperature, chlorambucil is in a solid state, typically forming crystalline powder.

Melting point (Celsius)
65.50
Melting point (Kelvin)
338.70
Boiling point (Celsius)
269.40
Boiling point (Kelvin)
542.50
General information
Molecular weight
304.69g/mol
Molar mass
304.6930g/mol
Density
1.0900g/cm3
Appearence

Chlorambucil typically appears as a pale yellow crystalline solid.

Comment on solubility

Solubility of 2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid

The solubility of the compound 2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid can be quite intricate due to its complex structure and multiple functional groups. Here are some factors that influence its solubility:

  • Polarity: The presence of polar amino groups and carboxylic acid functionalities often results in higher solubility in polar solvents such as water.
  • Sterics: The bulky groups within the structure may hinder solvation and lower the overall solubility.
  • Hydrogen Bonding: Ability to form hydrogen bonds with solvent molecules can enhance solubility, making it favorable in aqueous environments.
  • Temperature: Solubility might increase with temperature, which is a common trait observed in many organic compounds.

According to solubility rules, many organic acids tend to dissolve better in polar solvents. However, the specific solubility of 2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid should ideally be determined experimentally, as the interactions in solution can be unpredictable. As a general takeaway, the compound may exhibit moderate solubility in water, potentially requiring co-solvents or higher temperatures to fully dissolve.

Interesting facts

Exploring 2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid

This compound, known for its intricate structure, is a fascinating subject of study in the realms of medicinal chemistry and drug design. Here are some intriguing aspects:

  • Pharmaceutical Applications: This compound is often investigated for its potential use in cancer treatment. Its structure includes features that can effectively target and destroy cancer cells.
  • Mechanism of Action: The presence of the bis(2-chloroethyl)amino groups suggests that it may act through alkylation, disrupting the DNA of rapidly dividing cells, which is a common mechanism employed by various chemotherapeutic agents.
  • Structural Complexity: The combination of amino acids and phenoxy groups in this compound reflects the sophistication of nature-inspired designs, making it an excellent example of how synthetic chemistry can mimic biological systems.
  • Drug Development: Chemists often study such compounds to improve their efficacy and reduce side effects, emphasizing the importance of structural modifications in drug discovery.

As research progresses, compounds like 2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid continue to inspire new hypotheses and therapeutic strategies in the fight against cancer. Its potential to interact with biological systems underscores the profound relationship between chemistry and medicine.

Synonyms
Phentyrin
Fenitirin
Fentirin
857-95-4
4-(4-Bis(2-chloroethyl)aminophenoxy)phenylalanine
K0U76Q07UI
DL-Tyrosine, O-(4-(bis(2-chloroethyl)amino)phenyl)-
O-(4-(Bis(2-chloroethyl)amino)phenyl)-DL-tyrosine
UNII-K0U76Q07UI
ALANINE, 3-(p-(p-(BIS(2-CHLOROETHYL)AMINO)PHENOXY)PHENYL)-, DL-
O-4-di(2-(chloroethyl)aminophenyl)-D,L-tyrosine
DL-Tyrosine, O-(4-(bis(2-chloroethyl)amino)phenyl)-(9CI)
2-amino-3-[4-[4-[bis(2-chloroethyl)amino]phenoxy]phenyl]propanoic acid
Tyrosine,O-[4-[bis(2-chloroethyl)amino]phenyl]-
DTXSID701006294
AKOS040753523
O-{4-[Bis(2-chloroethyl)amino]phenyl}tyrosine
Q27281789