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Clomipramine

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Identification
Molecular formula
C19H23ClN2O
CAS number
303-49-1
IUPAC name
2-[bis(2-hydroxyethyl)amino]-1-(4-chlorophenyl)-2-phenyl-ethanone
State
State
Clomipramine is typically a solid at room temperature. It is a tricyclic antidepressant used in the treatment of obsessive-compulsive disorder and other conditions.
Melting point (Celsius)
186.00
Melting point (Kelvin)
459.15
Boiling point (Celsius)
536.10
Boiling point (Kelvin)
809.25
General information
Molecular weight
314.86g/mol
Molar mass
314.8210g/mol
Density
1.3000g/cm3
Appearence

Clomipramine appears as a white to slightly yellow crystalline powder. Its appearance can vary slightly based on purity and preparation but typically maintains a consistent powder form.

Comment on solubility

Solubility Overview

The compound 2-[bis(2-hydroxyethyl)amino]-1-(4-chlorophenyl)-2-phenyl-ethanone exhibits unique solubility characteristics due to its structural composition. Being both amine and phenolic in nature, its solubility profile can be influenced by several factors.

Solubility Properties

Here are key aspects of its solubility:

  • Polar Characteristics: The presence of hydroxyl groups (–OH) suggests that the compound can form hydrogen bonds with water molecules, enhancing its solubility in polar solvents.
  • Hydrophobic Regions: The aromatic (chlorophenyl and phenyl) portions may hinder solubility in aqueous environments, leading to lower solubility in water compared to less bulky or non-aromatic compounds.
  • pH Dependency: Solubility may vary with changes in pH, as the amino groups can become protonated in acidic conditions, potentially increasing solubility due to better ionic interactions.

In summary, while the compound has features indicating possible solubility in polar solvents, its overall solubility in water may be limited due to its hydrophobic aromatic rings. Therefore, it is best to consider both the polar and nonpolar characteristics when evaluating its behavior in different solvents.

Interesting facts

Interesting Facts about 2-[bis(2-hydroxyethyl)amino]-1-(4-chlorophenyl)-2-phenyl-ethanone

This fascinating compound, known for its multifaceted applications in the world of chemistry, stands out due to its unique structure and properties. Not only is it a notable example of a substituted ketone, but it also features a bis(2-hydroxyethyl)amine group, which contributes to its solubility profiles and reactivity.

Key Characteristics

  • Pharmaceutical Potential: Compounds like this one often attract attention in medicinal chemistry. The presence of a 4-chlorophenyl group opens avenues for exploring biological activity, potentially leading to the development of new therapeutic agents.
  • Versatile Functional Groups: With both ketone and amine functionalities, it's an excellent candidate for various chemical reactions, including nucleophilic substitutions and formations of more complex molecules.
  • Synthetic Utility: This compound can be synthesized through various pathways, showcasing the importance of organic methodologies in producing complex molecules. It serves as a foundation for further derivatizations and modifications.

Moreover, its intriguing structural attributes allow chemists to explore its behavior under different conditions. As one researcher noted, “The ability to manipulate such multifunctional compounds pushes the boundaries of synthetic organic chemistry.”

In summary, 2-[bis(2-hydroxyethyl)amino]-1-(4-chlorophenyl)-2-phenyl-ethanone exemplifies the intersection of structure and function, highlighting the importance of synthetic compounds in advancing chemical sciences.