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Isopropyl 3-[bis(2-chloroethyl)amino]benzoate

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Identification
Molecular formula
C14H19Cl2NO2
CAS number
13951-72-7
IUPAC name
isopropyl 3-[bis(2-chloroethyl)amino]benzoate
State
State
At room temperature, isopropyl 3-[bis(2-chloroethyl)amino]benzoate is typically in a solid state, appearing as crystalline material.
Melting point (Celsius)
62.00
Melting point (Kelvin)
335.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
333.21g/mol
Molar mass
333.2090g/mol
Density
1.2630g/cm3
Appearence
Isopropyl 3-[bis(2-chloroethyl)amino]benzoate is a compound typically appearing as a white or off-white crystalline solid. It is often used in synthetic processes and research applications.
Comment on solubility

Solubility of Isopropyl 3-[bis(2-chloroethyl)amino]benzoate

Isopropyl 3-[bis(2-chloroethyl)amino]benzoate is a compound that exhibits interesting solubility characteristics. To understand its solubility, we must consider several factors that typically affect the dissolution process:

  • Polar vs. Nonpolar: This compound contains both polar and nonpolar functional groups, which can lead to variable solubility in different solvents.
  • Solvent Choice: It is generally expected to be soluble in polar organic solvents like ethanol and dimethyl sulfoxide (DMSO), while showing limited solubility in nonpolar solvents like hexane.
  • Temperature Effect: Increasing the temperature can enhance solubility, as the kinetic energy of molecules increases, potentially allowing greater interaction with the solvent molecules.
  • pH Dependency: The presence of the benzene and amino groups may also allow for pH-dependent solubility , where ionization at different pH levels can influence the compound's interaction with water or other solvents.

Overall, isopropyl 3-[bis(2-chloroethyl)amino]benzoate is likely to show notable solubility in organic solvents due to its structural features, but it may not be as freely soluble in water, which is a typical pattern for many organic compounds containing both hydrophobic and hydrophilic moieties.

Interesting facts

Interesting Facts about Isopropyl 3-[bis(2-chloroethyl)amino]benzoate

Isopropyl 3-[bis(2-chloroethyl)amino]benzoate is a fascinating compound primarily known for its applications in the field of medicinal chemistry. This compound belongs to a class of chemicals that exhibit notable pharmaceutical properties. Here are some intriguing aspects:

  • Medicinal Applications: This compound is structurally related to various anticancer agents, contributing to the development of therapies targeting different forms of cancer.
  • Mechanism of Action: The presence of the chloroethyl groups is essential as they play a critical role in the compound's ability to alkylate DNA. This mechanism can effectively inhibit the growth of cancer cells.
  • Structure-Activity Relationship: The arrangement of atoms within this compound allows it to interact uniquely with biological molecules, making it a subject of interest in pharmacological studies aimed at optimizing drug efficacy.
  • Synthetic Pathways: The synthesis of isopropyl 3-[bis(2-chloroethyl)amino]benzoate often involves multi-step processes, leveraging organic chemistry techniques such as nucleophilic substitution and acylation.
  • Toxicity Considerations: While it has therapeutic potential, care must be taken to assess its toxicity profile, particularly due to the presence of chlorine and the reactive nature of chloroethylamines.

As with many compounds in medicinal chemistry, the balance between efficacy and safety is a key consideration. Scientists are encouraged to explore the intricate relationships between structure and function to unlock new insights and potential applications in therapeutic development.

In summary, isopropyl 3-[bis(2-chloroethyl)amino]benzoate stands at the intersection of organic synthesis and pharmacology, illustrating the profound impact that chemical compounds can have on human health.

Synonyms
m-(Bis(2-chloroethyl)amino)benzoic acid isopropyl ester
BRN 2747841
24813-10-3
BENZOIC ACID, m-(BIS(2-CHLOROETHYL)AMINO)-, ISOPROPYL ESTER
DTXSID60179509
RefChem:327723
DTXCID70102000