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Chlorambucil

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

At room temperature, Chlorambucil is typically a solid.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.00
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.00
General information
Molecular weight
304.19g/mol
Molar mass
304.1860g/mol
Density
1.2000g/cm3
Appearence

Chlorambucil appears as an off-white to pale yellow crystalline powder. It is usually odorless.

Comment on solubility

Solubility of 4-[bis(2-chloroethyl)amino]benzoic acid

4-[bis(2-chloroethyl)amino]benzoic acid, a compound with a unique structure, exhibits particular solubility characteristics influenced by its functional groups. Here are some key points regarding its solubility:

  • Polar Functional Groups: The presence of amino and carboxylic acid groups enhances the solubility in polar solvents.
  • Hydrophobic Regions: The chloroethyl groups contribute to hydrophobic interactions, potentially reducing solubility in highly polar solvents.
  • Solubility in Water: While it may have some level of solubility in water, it is likely to be limited compared to fully polar compounds.
  • Organic Solvents: It tends to be more soluble in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), where both polar and non-polar interactions can occur.

As a general observation, the overall solubility of 4-[bis(2-chloroethyl)amino]benzoic acid can be described as moderate, making it suitable for various applications while also challenging to work with in strictly aqueous environments. Thus, careful consideration of the solvent system is essential when utilizing this compound.

Interesting facts

Interesting Facts about 4-[bis(2-chloroethyl)amino]benzoic acid

4-[bis(2-chloroethyl)amino]benzoic acid, often abbreviated for convenience, is a fascinating compound with significant implications in both chemistry and medicine.

Key Features:

  • Classification: This compound is classified as an aromatic amine and is part of a category that has shown notable effects in medicinal chemistry.
  • Synthesis: The unique structure allows for various synthetic routes, predominantly through electrophilic substitution reactions, which are a staple in organic chemistry.
  • Biological Activity: It demonstrates promising anti-cancer properties and acts as a chemotherapeutic agent, making it a topic of interest for further research. It showcases how chemical modifications can enhance biological activity.

Significant Applications:

  • Anticancer Research: Due to its structure, it’s being studied for its potential effects in targeting cancer cells.
  • Drug Development: This compound has implications in developing new drugs that can be more efficient and less toxic.
  • Mechanism of Action: Understanding how this compound interacts at the molecular level can illuminate pathways for new therapeutic techniques.

As an intriguing aspect of organic and medicinal chemistry, 4-[bis(2-chloroethyl)amino]benzoic acid serves as both a tool for synthesizing new drugs and as a vital component in the ongoing battle against cancer. Its ability to illustrate the intersection of chemistry and biology makes it an exemplar in the field. In the words of one researcher, "The journey from compound synthesis to clinical impact is what truly showcases the power of chemistry." By studying such compounds, we enhance our grasp of chemical interactions and their lab-to-life applications.

Synonyms
Benzoic acid nitrogen mustard
4-N-Bis(2-chloroethyl)aminobenzoic acid
4-[Bis(2-chloroethyl)amino]benzoic acid
4-(Bis(2-chloroethyl)amino)benzoic acid
KD3AZX3R33
NSC 26276
BRN 0988858
p-N,N-Bis(2-chloroethyl)aminobenzoic acid
NSC-26276
DTXSID40150654
4-14-00-01170 (Beilstein Handbook Reference)
P-(BIS(2-CHLOROETHYL)AMINO)BENZOIC ACID
DTXCID7073145
pclqmxvmrdpvkx-uhfffaoysa-n
1141-37-3
Benzoic acid, 4-(bis(2-chloroethyl)amino)-
Benzoic acid, 4-[bis(2-chloroethyl)amino]-
BENZOIC ACID, p-(BIS(2-CHLOROETHYL)AMINO)-
Benzoic acid, p-[bis(2-chloroethyl)amino]-
UNII-KD3AZX3R33
WLN: QVR DN2G2G
CHEMBL12293
SCHEMBL766052
NSC26276
4-[bis(2-chloroethyl)amino] benzoic acid
4-[Bis-(2-chloroethyl)amino]benzoic acid
DB-412160