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Loperamide

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Identification
Molecular formula
C29H33Cl2N2O2
CAS number
53179-11-6
IUPAC name
2-(3,4-dichlorophenyl)-N-methyl-N-(7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl)acetamide
State
State

Loperamide is a solid at room temperature.

Melting point (Celsius)
214.50
Melting point (Kelvin)
487.70
Boiling point (Celsius)
438.80
Boiling point (Kelvin)
711.90
General information
Molecular weight
477.50g/mol
Molar mass
477.0330g/mol
Density
0.9440g/cm3
Appearence

Loperamide typically appears as a white or slightly yellow crystalline powder. It is not soluble in water but is soluble in methanol and ethanol.

Comment on solubility

Solubility of 2-(3,4-dichlorophenyl)-N-methyl-N-(7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl)acetamide

The solubility of 2-(3,4-dichlorophenyl)-N-methyl-N-(7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl)acetamide, with the chemical formula C29H33Cl2N2O2, is a nuanced topic. This compound exhibits characteristics typical of complex organic molecules, which can influence its solubility in various solvents.

Factors Affecting Solubility

When evaluating the solubility of such compounds, several factors come into play:

  • Polarity: The presence of polar functional groups, such as the acetamide moiety, can enhance solubility in polar solvents like water.
  • Hydrophobic Regions: The multiple aromatic rings and aliphatic chains can lead to increased hydrophobic interactions with non-polar solvents.
  • Temperature: Generally, solubility can increase with temperature as kinetic energy assists in overcoming intermolecular forces.
  • pH Levels: Changes in pH can affect ionization states, thereby influencing solubility in water.

Practical Implications

Understanding the solubility of this compound is vital for its applications, particularly in pharmaceutical contexts. As elucidated in chemistry literature, *"A compound that is poorly soluble in water may pose challenges in drug formulation, affecting bioavailability and therapeutic efficacy."* Therefore, it is crucial to screen for optimal solvent conditions during experimentation and preparation.

Overall, while specific experimental solubility data for this compound may be limited, it is anticipated that it exhibits variable solubility traits based on its complex structure and the factors mentioned above.

Interesting facts

Interesting Facts about 2-(3,4-Dichlorophenyl)-N-methyl-N-(7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl)acetamide

This fascinating compound is a member of the acetamide class and exhibits a unique molecular structure that integrates various functional groups, leading to intriguing biological properties. Here are some interesting aspects:

  • Pharmacological Potential: This compound has been researched for its pharmacological activities, especially in the context of neurological applications. Compounds with similar structures often show promise as potential therapeutic agents.
  • Dichlorophenyl Group: The presence of the 3,4-dichlorophenyl group is noteworthy as it is commonly associated with compounds that possess enhanced bioactivity and selective targeting in biological systems.
  • Pyrrolidine Connection: The pyrrolidine ring in the structure is significant for the compound's interaction with biological systems. This six-membered ring is often found in various biologically active molecules.
  • Structure-Activity Relationship: The unique spirocyclic arrangement contributes to the compound's conformational rigidity, which is critical for its binding affinity to target receptors. This aspect makes it a compelling subject of study in medicinal chemistry.
  • Emerging Research: Ongoing studies are investigating the compound's role in treating various neurological disorders, showcasing the compound's potential in improving cognitive functions.

In summary, the complexity of 2-(3,4-dichlorophenyl)-N-methyl-N-(7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl)acetamide opens avenues for research that could lead to the development of innovative therapies. This compound serves as a prime example of how intricate chemical architectures can lead to advancements in drug discovery and development.

Synonyms
Espiradolina
CHEMBL118865
SCHEMBL4545384
DTXSID20861094
BDBM50626415
L000608
2-(3,4-Dichlorophenyl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide