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Identification
Molecular formula
C11H13Cl2NO2
CAS number
51-79-6
IUPAC name
3-[bis(2-chloroethyl)amino]benzoic acid
State
State

At room temperature, the compound is typically in a solid state, appearing as a crystalline powder, and it is stable under normal conditions.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
447.90
Boiling point (Kelvin)
721.05
General information
Molecular weight
272.11g/mol
Molar mass
272.1090g/mol
Density
1.3400g/cm3
Appearence

The compound typically presents as a white to off-white crystalline powder. Its crystalline nature makes it fairly easy to identify by appearance under a microscope.

Comment on solubility

Solubility of 3-[bis(2-chloroethyl)amino]benzoic acid

3-[bis(2-chloroethyl)amino]benzoic acid, a compound known for its unique structure, exhibits some interesting solubility characteristics. Understanding its solubility is crucial for applications in medicinal chemistry and materials science. Here are some key points:

  • Polar Nature: The presence of the amino group contributes to the polar nature of the compound, which generally enhances its solubility in polar solvents like water.
  • Hydrophobic Interactions: The 2-chloroethyl groups are relatively hydrophobic, which may limit solubility in highly polar solvents.
  • pH Dependence: The solubility can vary significantly with pH due to the carboxylic acid functional group, which may be deprotonated at higher pH levels, improving solubility in aqueous solutions.
  • Common Solvents: It is likely to have better solubility in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol than in water.

As with many organic compounds, the specific conditions such as temperature and the presence of salts can greatly influence solubility outcomes. Therefore, conducting solubility experiments under various conditions is crucial for obtaining precise data.

Interesting facts

Interesting Facts About 3-[bis(2-chloroethyl)amino]benzoic Acid

3-[bis(2-chloroethyl)amino]benzoic acid, also known as an important compound in the field of medicinal chemistry, has various intriguing attributes that make it a fascinating subject for study. Here are some key points:

  • Chemical Structure: This compound features a unique structure that integrates an amino group with a benzene ring, providing it with distinctive reactivity patterns. The presence of the chloroethyl groups significantly influences its biological activity.
  • Applications: 3-[bis(2-chloroethyl)amino]benzoic acid has been explored for its potential use in cancer therapy. Its ability to interact with DNA makes it a candidate for antitumor activity.
  • Mechanism of Action: The compound operates through the formation of covalent bonds with DNA, leading to cross-linking. This mechanism can prevent cancer cells from dividing, which is a critical aspect of its therapeutic potential.
  • Synergistic Effects: Researchers are investigating how this compound can be combined with other drugs to enhance its effectiveness and minimize side effects. The interaction between various pharmacological agents is a hot topic in current therapeutic research.
  • Toxicology: While 3-[bis(2-chloroethyl)amino]benzoic acid demonstrates promise in therapeutic applications, its chlorinated components raise concerns regarding toxicity and the need for careful handling in laboratory settings.

“Understanding the chemical behaviors of compounds like 3-[bis(2-chloroethyl)amino]benzoic acid opens up pathways for innovative treatments in modern medicine.” This quote encapsulates the essence of the ongoing research surrounding this compound. As further studies are conducted, scientists hope to unveil more about its capabilities and limitations, paving the way for advancements in drug development.

In conclusion, 3-[bis(2-chloroethyl)amino]benzoic acid exemplifies the complex interplay between chemistry and medicine, making it a significant focus for both academic inquiry and practical application.

Synonyms
3085-98-1
BENZOIC ACID, m-(BIS(2-CHLOROETHYL)AMINO)-
m-(Bis(2-chloroethyl)amino)benzoic acid
3-(Bis(2-chloroethyl)amino)benzoic acid
Benzoic acid, 3-(bis(2-chloroethyl)amino)-
NSC 240365
BRN 2810541
Benzoic acid, 3-[bis(2-chloroethyl)amino]-
DTXSID90184868
DTXCID30107359
4-14-00-01098 (beilstein handbook reference)
253FP6F9Z7
NSC-240365
NSC240365
UNII-253FP6F9Z7
SCHEMBL7470725
CHEMBL3246970
WVXYNWIVVDXMJC-UHFFFAOYSA-N
3-[N,N-bis(2-chloroethyl)]aminobenzoic acid
3-[N,N-Bis(2-chloroethyl)amino]benzoic acid