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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]-2-methyl-propanoic acid
State
State

At room temperature, Chlorambucil is in a solid state.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
442.50
Boiling point (Kelvin)
715.70
General information
Molecular weight
304.20g/mol
Molar mass
304.1990g/mol
Density
1.2978g/cm3
Appearence

Chlorambucil typically appears as a pale yellow solid. It is supplied in tablet form for medicinal use, often accompanied by a characteristic odor.

Comment on solubility

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

The solubility of 3-[4-[bis(2-chloroethyl)amino]phenyl]-2-methyl-propanoic acid in various solvents is influenced by its unique chemical structure. Being a complex organic compound, it exhibits specific solubility characteristics:

  • Aqueous Solubility: Generally, this compound presents low solubility in water due to its hydrophobic aromatic rings and bulky side chains.
  • Solubility in Organic Solvents: It is more soluble in organic solvents such as:
    • DMSO (Dimethyl sulfoxide)
    • Acetone
    • Ethyl acetate
  • pH Dependence: The solubility can also be affected by the pH of the solution, as the carboxylic acid group can ionize at higher pH levels, potentially increasing solubility in aqueous environments.

As a reminder, "Like dissolves like" is a fundamental principle in chemistry that can help predict the solubility behavior of this compound. Therefore, understanding its polarity and functional groups is essential for effectively dissolving or formulating with it.

Interesting facts

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

This compound, often associated with cancer research, plays a significant role in the field of pharmaceuticals. Its structure reveals it as a derivative of amino acid, having intriguing properties that make it a target of interest among scientists.

Key Characteristics:

  • Targeted Therapy: This compound is notably involved in designing targeted therapies, especially for certain types of cancers. It helps in selectively targeting cancer cells, minimizing damage to healthy tissues.
  • Mechanism of Action: The presence of a bis(2-chloroethyl)amino group indicates its functionality as a DNA-alkylating agent, which is essential in the biological mechanism that inhibits cell division in rapidly dividing cells.
  • Versatility: It showcases versatility in medicinal chemistry, as variations in its structure can lead to different biological activities, which researchers can exploit for developing new therapeutic agents.

Interestingly, the exploration of this compound leads to ongoing research into its derivatives. As the chemist Marie Curie once said, "One never notices what has been done; one can only see what remains to be done." The study of such compounds illustrates this perfectly, as the scientific community continually seeks to elucidate their full potential and application.

Research Applications:

  • Antitumor Activity: It has been studied for its antitumor properties, showcasing potential in the treatment of various cancers.
  • Drug Development: Serves as a base for synthesizing novel compounds with enhanced efficacy and reduced side effects.
  • Toxicological Studies: Researchers investigate its toxicological profile to ensure safety in potential therapeutic uses.

In summary, 3-[4-[bis(2-chloroethyl)amino]phenyl]-2-methyl-propanoic acid stands at the intersection of chemistry, pharmacology, and cancer treatment. Its multifaceted nature continues to inspire groundbreaking research and development in the pursuit of effective, targeted cancer therapies.

Synonyms
SCHEMBL22879146