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Chlorambucil

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

Chlorambucil is typically found in solid state at room temperature. It is used as a chemotherapy drug, known for being stable when properly stored under recommended conditions.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
425.00
Boiling point (Kelvin)
698.15
General information
Molecular weight
304.22g/mol
Molar mass
304.2150g/mol
Density
1.3840g/cm3
Appearence

Chlorambucil is a yellow crystalline powder. It is light-sensitive and should be stored in a way that minimizes exposure to light to maintain stability. The compound is usually provided in a well-sealed container to keep it dry and stable until use.

Comment on solubility

Solubility of 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid

The solubility of 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid, a complex organic compound, can vary significantly based on its molecular structure and the nature of its functional groups. Here are some key points to consider:

  • Polarity: This compound features both hydrophobic (isopropyl group) and hydrophilic (carboxylic acid) characteristics, which makes its solubility in water limited but not impossible.
  • Solvent Interaction: It tends to gain better solubility in polar organic solvents like DMSO or DMF compared to non-polar solvents.
  • Acid-Base Behavior: As a carboxylic acid, it can participate in acid-base reactions, which may enhance its solubility in basic solutions, potentially leading to the formation of a soluble salt.
  • Temperature Influence: Increasing the temperature may result in increased solubility due to heightened molecular interaction and disruption of solute-solvent networks.

In summary, the solubility of 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid can be described as moderate, influenced by solvent type, temperature, and pH conditions. Testing in various settings is essential to determine practical applications and behavior in different environments.

Interesting facts

Interesting Facts About 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid

3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid is a compound that is particularly notable for its potential applications in the field of medicinal chemistry. This compound is classified as an anticancer agent and its structure suggests that it may interact with DNA, making it of interest in the development of chemotherapeutic agents.

Some fascinating aspects of this compound include:

  • Synthetic Routes: The synthesis of this compound often involves methods that highlight its functional groups, particularly the 2-chloroethyl substitute, which is recognized for its role in enhancing the activity of alkylating agents.
  • Mechanism of Action: This compound is believed to exert its effects by being able to form covalent bonds with nucleophilic sites on DNA, thus disrupting the replication process of cancer cells.
  • Structure-Activity Relationship: The introduction of the isopropyl group has been associated with increased lipophilicity, which can aid in cellular uptake, potentially enhancing the drug's efficacy.
  • Research Insights: Ongoing research is focused on optimizing this compound and its analogs to improve the selectivity and reduce the side effects typically associated with more traditional chemotherapy options.

As noted by chemists in the field, “Understanding the intricacies of synthetic compounds like 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid is crucial for the advancement of targeted therapies.” This underscores the importance of studying such compounds not only for their chemical properties but also for their real-world applications in healthcare.

Overall, 3-[bis(2-chloroethyl)amino]-4-isopropyl-benzoic acid exemplifies the intersection of organic chemistry and pharmacology, representing a promising avenue of research for developing new cancer treatments.

Synonyms
BRN 2756407
BENZOIC ACID, 3-(BIS(2-CHLOROETHYL)AMINO)-4-ISOPROPYL-
19143-30-7
3-(Bis(2-chloroethyl)amino)-4-isopropylbenzoic acid
DTXSID10172661
DTXCID2095152
RefChem:327160