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Chlorambucil

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Identification
Molecular formula
C14H19Cl2NO2
CAS number
305-03-3
IUPAC name
2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid
State
State
Chlorambucil is solid at room temperature.
Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
303.80
Boiling point (Kelvin)
576.95
General information
Molecular weight
304.22g/mol
Molar mass
304.1970g/mol
Density
1.4290g/cm3
Appearence
Chlorambucil is typically encountered as a white to pale yellow powder. It is practically insoluble in water and has a slight odor.
Comment on solubility

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

The solubility of 2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid can be influenced by various factors, making it an interesting subject for study. This compound is known to exhibit distinct solubility characteristics due to its structure and functional groups. Here are some key points regarding its solubility:

  • Water Solubility: 2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid may have limited solubility in water. This is primarily due to the presence of hydrophobic groups, which can hinder interaction with water molecules.
  • Organic Solvents: The compound is likely to be more soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, where the non-polar segments can interact favorably.
  • pH Dependence: The solubility can also be significantly affected by the pH of the solution. In acidic conditions, the amino group can become protonated, potentially increasing solubility.

In conclusion, the solubility of 2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid illustrates the intricate balance between hydrophilicity and hydrophobicity. As with many compounds, understanding these solubility characteristics is essential for its applications in various chemical and pharmaceutical contexts.

Interesting facts

Discovering 2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid

2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid, often referred to for its role in various chemical applications, exhibits fascinating characteristics that intrigue chemists and students alike. Here are some intriguing facts about this versatile compound:

  • Pharmaceutical Significance: This compound is closely related to the class of drugs known as alkylating agents, which are essential in chemotherapy regimens. Its structure allows it to interact with DNA, disrupting cancer cell proliferation.
  • Structural Complexity: The compound features a unique structure that combines an amino acid backbone with a phenyl group and a bis(2-chloroethyl)amino moiety, highlighting the sophisticated designs chemists can create by modifying simple structures.
  • Mechanism of Action: The chlorinated ethyl groups are known to form highly reactive intermediates, which can alkylate DNA and lead to cross-linking, ultimately causing cell death. This property is by design, making it effective against rapidly dividing cells.
  • Research Potential: Beyond its practical applications, scientists are continually investigating its properties for potential new uses in cancer research and treatment modalities, showcasing the ongoing evolution in medicinal chemistry.
  • Historical Perspective: Compounds like this reflect the strides made since the mid-20th century in designing targeted therapies; it was during this time that such chemical derivatives gained prominence in treating various forms of cancer.

As a fascinating example of how organic chemistry can play a pivotal role in medicine, 2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid illustrates the balance between structural design and functional application. Understanding its mechanics can lead to profound advancements in therapeutic techniques and drug design.

Synonyms
Aminochlorambucil
3688-35-5
aminochloroambucil
C. B. 1385
2-amino-4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid
01LE12YH7P
NSC-260461
2-Amino-4-(p-(bis(2-chloroethyl)amino)phenyl)butyric acid
BUTYRIC ACID, 2-AMINO-4-(p-(BIS(2-CHLOROETHYL)AMINO)PHENYL)-
2-Amino-4-[p-[bis(2-chloroethyl)amino]phenyl]butyric acid
.alpha.-Amino-.gamma.-(p-dichloroethylamino)phenylbutyric acid
Benzenebutanoic acid, .alpha.-amino-4-[bis(2-chloroethyl)amino]-
Butyric acid, 2-amino-4-[p-[bis(2-chloroethyl)amino]phenyl]-
UNII-01LE12YH7P
2-Amino-4-(4-(bis(2-chloroethyl)amino)phenyl)butanoic acid
BENZENEBUTANOIC ACID, .ALPHA.-AMINO-4-(BIS(2-CHLOROETHYL)AMINO)-
alpha-Amino-gamma-(p-dichloroethylamino)phenylbutyric acid
WLN: QVYZ2R DN2G2G
CHEMBL461871
SCHEMBL9068663
DTXSID401204528
NSC260461
CB-1385
Q27231436
I+/--Amino-4-[bis(2-chloroethyl)amino]benzenebutanoic acid
.alpha.-Amino-.gamma.-[[p-(dichloroethyl)amino]phenyl]butyric acid