Loperamide | Solubility of Things

Identification

Molecular formula

C₂₉H₃₃ClN₂O₂

CAS number

53179-11-6

IUPAC name

1-[3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-4-(dimethylamino)piperidine-4-carboxamide

State

The compound is typically encountered as a solid at room temperature, often in the form of a crystalline powder.

Melting point (Celsius)

287.90

Melting point (Kelvin)

561.05

Boiling point (Celsius)

510.87

Boiling point (Kelvin)

784.02

General information

Molecular weight

477.04g/mol

Molar mass

477.0340g/mol

Density

1.4290g/cm³

Appearence

Loperamide is typically a white or slightly off-white powder. It is not soluble in water, which affects its formulation in solid dosage forms such as tablets and capsules for oral administration.

Comment on solubility

Solubility Characteristics

The compound 1-[3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-4-(dimethylamino)piperidine-4-carboxamide exhibits specific solubility properties that are essential for its applications. Understanding its solubility can provide insights into its behavior in different solvents and environments.

Solubility Profile

Organic Solvents: This compound is generally more soluble in organic solvents due to its hydrophobic aromatic structures.
Aqueous Solubility: It may have limited solubility in water, which could be influenced by its molecular structure and functional groups.
pH Dependence: Solubility can vary significantly with pH changes, particularly since it contains an amide and amine functional group, which may protonate or deprotonate.
Temperature Effects: Solubility is also temperature-dependent; higher temperatures typically increase solubility in most solvents.

To summarize, the solubility of this compound can be characterized as follows:

Likely limited in water but may be enhanced with pH adjustments.
Generally more soluble in nonpolar or weakly polar organic solvents.
Exhibits enhanced solubility at elevated temperatures.

Understanding these solubility traits is crucial for effective formulation and application in chemical processes and pharmaceuticals.

Interesting facts

Exploring 1-[3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-4-(dimethylamino)piperidine-4-carboxamide

This compound, primarily known for its potential pharmacological applications, represents an intriguing class of chemical entities that could play significant roles in medicinal chemistry. Below are some fascinating aspects of this compound:

Targeted Action: It serves as a potential therapeutic agent in treatments aimed at neurological disorders due to its structural similarities to other compounds known for their interactions with neurotransmitter systems.
Structural Complexity: The unique combination of a piperidine core and a complex benzo scaffolding exemplifies how slight modifications can lead to significant shifts in biological activity. The presence of the chloro group enhances the compound's potential for selective receptor binding.
Potential Side Effects: As with many compounds designed to interact with biological systems, understanding and mitigating side effects is crucial. Ongoing research often focuses on elucidating the balance between efficacy and toxicity.
Synthetic Pathways: The synthesis of this compound involves multi-step procedures, emphasizing the ingenuity required in modern chemistry. These pathways are a testament to the creativity and precision demanded in organic synthesis.
Interdisciplinary Applications: Beyond its immediate medicinal use, research into this compound could lead to advances in various fields, such as materials science and nanotechnology, where similar structural motifs are employed.

As we delve deeper into the realms of complex organic compounds like this one, we are continually reminded of the vast potential that chemistry holds not only in understanding life at a molecular level but also in developing innovative solutions to pressing health issues. Scientists often say, "In complexity, there is beauty," and this compound is no exception.