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Loperamide

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Identification
Molecular formula
C29H33ClN2O
CAS number
53179-11-6
IUPAC name
1-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-3-(4-chlorophenyl)-3-phenyl-propan-1-one
State
State
Loperamide is typically found as a solid powder at room temperature.
Melting point (Celsius)
222.00
Melting point (Kelvin)
495.15
Boiling point (Celsius)
489.40
Boiling point (Kelvin)
762.55
General information
Molecular weight
477.04g/mol
Molar mass
477.0340g/mol
Density
1.1985g/cm3
Appearence

Loperamide is typically a white to off-white crystalline powder.

Comment on solubility

Solubility Characteristics

The compound 1-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-3-(4-chlorophenyl)-3-phenyl-propan-1-one exhibits unique solubility properties that merit discussion. Understanding its solubility is crucial, especially in applications related to pharmaceuticals and chemical synthesis.

Key Solubility Insights:

  • Solvent Compatibility: The compound displays a tendency to be soluble in organic solvents such as ethanol and dichloromethane, while showing limited solubility in water. This behavior is typical for many organic compounds containing bulky hydrophobic groups.
  • Influence of Structure: The presence of the tert-butyl group and the piperazine moiety contributes to its overall hydrophobic character, likely reducing its affinity for polar solvents (e.g., water).
  • Temperature Dependency: Solubility may also vary with temperature; generally, increasing temperature can enhance solubility in organic solvents, leading to better dissolution rates for processes such as extraction or formulation.
  • pH Influence: Given the potential for ionization of certain functional groups, adjusting the pH of the solvent might improve solubility. However, this effect will depend on the specific ionization states of the compound in the given solvent.

In summary, the solubility of this compound is influenced by both its structural features and the nature of the solvent. As a general observation, it supports the idea that larger, more complex organic molecules often favor non-polar environments while struggling in polar media. Understanding these solubility dynamics is key in practical applications.

Interesting facts

Interesting Facts about 1-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-3-(4-chlorophenyl)-3-phenyl-propan-1-one

1-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-3-(4-chlorophenyl)-3-phenyl-propan-1-one is a fascinating compound that showcases the interplay between organic chemistry and medicinal applications. Here are some engaging insights:

  • Pharmaceutical Potential: This compound belongs to a class of molecules that have been studied for their potential in treating various neurological disorders, owing to their ability to interact with specific receptors in the brain.
  • Structure-Activity Relationship: The inclusion of piperazine and phenyl groups in its structure makes it a prime candidate for examining how modifications can influence biological activity, leading to insights in drug design.
  • Synthetic Versatility: The synthetic route to create this compound can often reveal new methodologies and techniques in organic synthesis, making it an interesting subject for students and researchers alike.
  • Chirality and Isomerism: With multiple chiral centers, this compound serves as an excellent example for studying stereochemistry and the significance of chirality in pharmacodynamics.

As one researcher put it, "The beauty of medicinal chemistry lies in the intricate details of how small changes in structure can lead to vastly different biological outcomes." This compound certainly embodies that principle by offering rich possibilities for exploration in both academic and practical pharmaceutical realms. Its complex design invites chemists to delve into its properties, making it a valuable subject of study.

Synonyms
23902-88-7
4-(p-tert-Butylbenzyl)piperazinyl beta-(p-chlorophenyl) ketone
1-(p-tert-Butylbenzyl)-4-(3-(p-chlorophenyl)-3-phenylpropionyl)piperazine
KETONE, 4-(p-tert-BUTYLBENZYL)PIPERAZINYL beta-(p-CHLOROPHENYL)PHENETHYL
Piperazine, 1-(p-tert-butylbenzyl)-4-(3-(p-chlorophenyl)-3-phenylpropionyl)-
RefChem:350428
1-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-3-(4-chlorophenyl)-3-phenylpropan-1-one
1-{4-[(4-tert-Butylphenyl)methyl]piperazin-1-yl}-3-(4-chlorophenyl)-3-phenylpropan-1-one
DTXSID20946698