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Chlorambucil

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

At room temperature, chlorambucil is a solid.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.15
General information
Molecular weight
304.22g/mol
Molar mass
304.6960g/mol
Density
1.3480g/cm3
Appearence

Chlorambucil is a white to pale yellow crystalline powder. It is practically odorless and can have a slightly bitter taste.

Comment on solubility

Solubility of 2-[bis(2-chloroethyl)amino]benzoic acid

The solubility of 2-[bis(2-chloroethyl)amino]benzoic acid can be characterized as follows:

  • Solvent Polarity: This compound is likely to exhibit better solubility in polar solvents due to the presence of the carboxylic acid functional group.
  • Hydrogen Bonding: The ability of the –COOH (carboxylic acid) group to form hydrogen bonds helps in enhancing solubility in water.
  • Hydrophobic Character: The bis(2-chloroethyl)amino moiety adds a degree of hydrophobic character, which may reduce solubility in extremely polar solvents.
  • pH Dependency: The solubility may also be influenced by the pH of the solution—at lower pH values, the carboxylic acid remains protonated, potentially affecting its solubility.

In summary, the solubility of 2-[bis(2-chloroethyl)amino]benzoic acid is influenced by a balance between its polar and non-polar characteristics. Thus, it may exhibit considerable solubility in suitable organic solvents while being moderately soluble in water.

Interesting facts

Interesting Facts about 2-[bis(2-chloroethyl)amino]benzoic acid

2-[bis(2-chloroethyl)amino]benzoic acid, often referred to in the scientific community by its functional attributes, is a notable compound within medicinal chemistry and pharmaceutical research. Here are some fascinating insights about this compound:

  • Medicinal Applications: This compound has garnered interest due to its potential use in cancer therapeutics. The presence of **chloroethyl** groups suggests reactivity that could engage with cellular mechanisms, making it a candidate for designing new anticancer agents.
  • Mechanism of Action: It is theorized that the **chloroethyl** moieties enable the compound to alkylate DNA, disrupting the function of cancer cells. This specific mechanism contributes to its efficacy as an antitumor agent.
  • Structure-Activity Relationship (SAR): Understanding how changes in the structure of this compound influence its activity is crucial. The alteration of substituents can drastically affect its biological performance, highlighting the importance of SAR studies in drug development.
  • Chemical Properties: As an aromatic acid, this compound displays acidity that can be utilized in various chemical reactions, potentially serving as an intermediate in synthesis pathways for more complex molecules.
  • Research and Development: Ongoing studies focus on its effectiveness and optimization to enhance therapeutic efficacy while minimizing side effects, which is a common challenge in drug discovery.

As noted by researchers, “The exploration of novel compounds like 2-[bis(2-chloroethyl)amino]benzoic acid could lead to breakthroughs in treatment strategies.” It remains a significant focus in the search for innovative cancer therapies, contributing to the vast landscape of pharmacological research and development.

Synonyms
ANTHRANILIC ACID, N,N-BIS(2-CHLOROETHYL)-
3085-99-2
Benzoic acid, 2-[bis(2-chloroethyl)amino]-
NSC 260455
BRN 2809059
N,N-Bis(2-chloroethyl)anthranilic acid
2-(Bis(2-chloroethyl)amino)benzoic acid
Benzoic acid, 2-(bis(2-chloroethyl)amino)-
DTXSID50184869
4-14-00-01019 (Beilstein Handbook Reference)
2-[bis(2-chloroethyl)amino]benzoic acid
DTXCID40107360
Benzoic acid, 2-(bis(2-chloroethyl)amino)-(9CI)
NSC-260455
NSC260455
ST5N6MSH3H
SCHEMBL7476350
UXUKWLCXNDMFIX-UHFFFAOYSA-N
Anthranilic acid,N-bis(2-chloroethyl)-
N,N-bis(2-chloroethyl)amino benzoic acid
Benzoic acid,2-[bis(2-chloroethyl)amino]-
DS-010409
2-[N,N-Bis(2-chloroethyl)amino]benzoic acid