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Loperamide

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Identification
Molecular formula
C29H33ClN2O2
CAS number
53179-11-6
IUPAC name
N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide
State
State

Loperamide is typically a solid at room temperature. It is commonly formulated into tablets or capsules for medical use.

Melting point (Celsius)
214.00
Melting point (Kelvin)
487.20
Boiling point (Celsius)
506.50
Boiling point (Kelvin)
779.60
General information
Molecular weight
477.56g/mol
Molar mass
477.5580g/mol
Density
1.1340g/cm3
Appearence

Loperamide typically appears as a white to off-white crystalline powder. It is odorless and its physical form can vary depending on its specific preparation and formulation.

Comment on solubility

Solubility of N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide

The solubility of N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide is influenced by its complex structure and the various functional groups present. This compound exhibits the following solubility characteristics:

  • Solvent Interaction: It generally shows better solubility in organic solvents such as ethanol, methanol, and DMSO due to the presence of non-polar aromatic rings which can interact favorably with organic media.
  • Water Solubility: This compound tends to have low solubility in water. This is attributable to its hydrophobic regions which resist solvation in aqueous environments.
  • pH Dependency: The solubility may vary with pH changes, particularly due to the basic piperidine ring, which can become protonated in acidic conditions leading to increased solubility.

Overall, it is important to note that the solubility of this compound can also be influenced by temperature, concentration, and the presence of other solutes in a solution. As with many organic compounds, temperature increases may lead to enhanced solubility owing to increased kinetic energy allowing more molecules to interact with the solvent.

In summary, the solubility profile of N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide is characterized by its limited water solubility but favorable solubility in common organic solvents, making it essential to consider these factors in practical applications.

Interesting facts

Interesting Facts about N-(2,6-Dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide

N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide, often referred to in chemical circles with its abbreviated properties, is a compound of significant interest in medicinal chemistry. Here are some compelling aspects of this intriguing molecule:

  • Pharmaceutical Potential: This compound serves as a scaffold for the development of new therapeutic agents. Its unique structure makes it a candidate for various pharmacological activities.
  • Central Role of Piperidine: The presence of the piperidine ring is crucial as it contributes to the compound's interaction with biological targets, potentially influencing its efficacy in neuropharmacology.
  • Substituents Matter: The 2,6-dimethylphenyl and 2-phenyl groups contribute to the hydrophobic character of the molecule, which can affect its pharmacodynamics, including absorption and distribution within the body.
  • Structure-Activity Relationship (SAR): Chemists are often fascinated by how slight modifications in the substituents of this compound could lead to drastically different biological activities, making it a valuable subject for SAR studies.
  • Research Interest: This compound is often utilized in studies focusing on analgesics and anti-inflammatory agents, reflecting its importance in addressing pain management and inflammatory conditions.
  • Chirality:** Bilateral symmetry in certain substituents can lead to chiral centers, which play a significant role in how the compound interacts with enzymes and receptors, potentially producing different effects in different enantiomers.

Research into compounds like N-(2,6-dimethylphenyl)-2-phenyl-N-[2-(1-piperidyl)ethyl]acetamide continues to push the boundaries of medicinal chemistry. As scientists explore its potential applications, the intricate relationships between its structure and function pave the way for innovative therapeutic discoveries.

Synonyms
SA 34
18109-50-7
BRN 1268212
Acetanilide, 2',6'-dimethyl-N-(2-piperidinoethyl)-2-phenyl-
2',6'-Dimethyl-N-(2-piperidinoethyl)-2-phenylacetanilide
DTXSID90171071
DTXCID4093562
N-(2,6-dimethylphenyl)-2-phenyl-N-(2-piperidin-1-ylethyl)acetamide
SCHEMBL29354175