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Chlorambucil

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

At room temperature, Chlorambucil is typically found in a solid state. It is stable under standard conditions and handled as a solid in most applications.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
572.90
Boiling point (Kelvin)
846.05
General information
Molecular weight
304.20g/mol
Molar mass
304.1970g/mol
Density
1.4400g/cm3
Appearence

Chlorambucil typically appears as a pale yellow solid. It is often provided in the form of tablets or powder for therapeutic use. As a chemical compound, it may possess a crystalline structure when isolated and purified.

Comment on solubility

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

The solubility of the compound 3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid is a subject of interest due to its unique structural characteristics. This compound is generally considered to have varied solubility properties depending on the solvent used.

Key considerations for solubility include:

  • Polar vs. Nonpolar Solvents: Due to the presence of the polar carboxylic acid group and the chloroethyl substituents, this compound is likely to have better solubility in polar solvents such as water or alcohols.
  • Hydrogen Bonding: The presence of the carboxylic acid group allows for the possibility of hydrogen bonding with water, which can enhance its solubility in aqueous solutions.
  • Temperature Effects: The solubility may increase with temperature, a common trait among many organic compounds.

However, it is essential to note that while 3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid can dissolve in certain polar solvents, its solubility may be markedly reduced in nonpolar solvents due to hydrophobic interactions. In practice, it is advisable to conduct experimental solubility tests for precise information, as the interactions can be influenced by the compound’s purity and the presence of other solutes.

In conclusion, the solubility of this compound is influenced by multiple factors and may vary significantly across different environments.

Interesting facts

Interesting Facts about 3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic Acid

3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid is a fascinating chemical compound primarily known for its role in medicinal chemistry and anti-cancer research. Here are some engaging insights about this compound:

  • Cancer Treatment: This compound is part of a class of agents that have shown potential in targeting cancer cells. Its structure allows it to interact effectively with biological systems, which is crucial for developing new cancer therapies.
  • Mechanism of Action: The remarkable bis(2-chloroethyl)amino moiety has alkylating properties, enabling it to form covalent bonds with DNA, thereby disrupting the replication process of rapidly dividing cancer cells.
  • Structure-Activity Relationship: The design of this compound emphasizes the significance of functional groups in enhancing pharmacological activity. Small modifications can lead to substantial changes in its efficacy against various cancer types.
  • Historical Context: Compounds with similar structures were developed during the mid-20th century and have inspired a plethora of derivatives to broaden the scope of cancer treatment options.
  • Toxicity Considerations: While its potential is promising, the cytotoxic nature of such compounds necessitates careful consideration of dosage to minimize adverse effects on healthy cells.

Overall, 3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid serves as a pivotal example of how organic chemistry can contribute to advancements in pharmaceutical applications. As research continues, its legacy in the fight against cancer may evolve, offering hope for innovative treatment solutions.

Synonyms
Norchlorambucil
6746-11-8
3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
p-di(2-Chloropropyl)aminophenylpropionic acid
NSC 71965
EQ76NQE8XD
4-Bis(2-chloroethyl)aminobenzenepropanoic acid
NSC-71965
HYDROCINNAMIC ACID, p-(BIS(2-CHLOROETHYL)AMINO)-
Benzenepropanoic acid, 4-(bis(2-chloroethyl)amino)-
Hydrocinnamic acid, p-[bis(2-chloroethyl)amino]-
3-(4-(Bis(2-chloroethyl)amino)phenyl)propanoic acid
Benzenepropanoic acid, 4-[bis(2-chloroethyl)amino]-
CB 1332
BRN 3059603
UNII-EQ76NQE8XD
p-(Bis(2-chloroethyl)amino)hydrocinnamic acid
NCIOpen2_003781
p-N,N-Di-(2-chloroethyl)aminophenylpropionic acid
3-(p-(Bis(2-chloroethyl)amino)phenyl)propionic acid
SCHEMBL2564390
CHEMBL3247490
DTXSID60217793
CXUFBRINAAJGEB-UHFFFAOYSA-N
NSC71965
AKOS003263368
p-N,N-Di(2-chloroethyl)aminophenylpropionic acid
4-14-00-01532 (Beilstein Handbook Reference)
BIS(2-CHLOROETHYL)AMINOBENZENEPROPANOIC ACID, 4-
3-[4-(N,N-bis(2-chloroethyl)amino)phenyl]propanoic acid
3-[4-[N,N-Bis(2-chloroethyl)amino]phenyl]propionic acid