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Loperamide

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Identification
Molecular formula
C29H33ClN2O2
CAS number
53179-11-6
IUPAC name
2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide
State
State

At room temperature, Loperamide is found in a solid state. It is typically processed and available in various pharmaceutical forms such as tablets, capsules, and liquid solutions for oral administration, mainly due to its intended use as an anti-diarrheal medication.

Melting point (Celsius)
214.00
Melting point (Kelvin)
487.00
Boiling point (Celsius)
409.00
Boiling point (Kelvin)
682.00
General information
Molecular weight
477.05g/mol
Molar mass
477.0750g/mol
Density
1.1000g/cm3
Appearence

Loperamide hydrochloride exhibits itself as a white or almost white powder. It is practically insoluble in water, freely soluble in methanol, and slightly soluble in alcohol.

Comment on solubility

Solubility of 2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide

The solubility of 2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide can be influenced by several factors, resulting in unique behavior in different solvents. This compound, which contains both hydrophobic and hydrophilic regions, exhibits interesting solubility characteristics:

  • Polar Solvents: It is expected to have some degree of solubility in polar solvents such as water or alcohols due to the presence of the dimethylamino functional group, which can engage in hydrogen bonding.
  • Non-Polar Solvents: The p-tolyl group provides a hydrophobic character, suggesting that the compound may also dissolve well in non-polar solvents such as hexane or toluene.
  • Concentration Dependency: The solubility may vary with concentration; at higher concentrations, the solubility can be reduced due to intermolecular interactions.
  • Temperature Influence: Temperature increases typically enhance solubility, which means that heating the solvent could aid in dissolving this compound more efficiently.

In summary, understanding the solubility aspects of 2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide is crucial for various applications, including formulation and synthetic procedures. An effective solvent system should consider both the polar and non-polar interactions of this interesting compound.

Interesting facts

Interesting Facts about 2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide

This compound is a fascinating example of modern medicinal chemistry, often categorized under the umbrella of amides. Its structure features a complex arrangement that includes both a dimethylamino group and a p-tolyl moiety, making it quite unique in biological applications.

Key Highlights:

  • Pharmacological Potential: This compound's structure suggests potential implications in drug development, particularly in areas like neurology and psychiatry. Its ability to interact with neurotransmitter systems could make it a candidate for treating conditions such as depression or anxiety.
  • Structure-Activity Relationship (SAR): The modifications in the amine and aromatic groups significantly influence its biological activity. This highlights the importance of understanding SAR when designing new therapeutics.
  • Dimethylamino Group: The presence of this group enhances the compound's ability to cross the blood-brain barrier, which is vital for any pharmaceutical agent targeting central nervous system disorders.
  • Research Applications: Scientists are exploring compounds like this as part of a broader investigation into synthetic pathways, leading to advancements in chemistry and medicine.
  • Safety and Efficacy: Ongoing studies aim to clarify the safety profile and efficacy in clinical applications, ensuring that any new treatments are both effective and safe for human consumption.

In summary, 2-[2-(dimethylamino)ethyl]-3-methyl-2-(p-tolyl)butanamide represents a complex interplay of structure and function, embodying the intricate dance of chemical properties that can lead to profound therapeutic advancements. As the field of medicinal chemistry evolves, compounds like this will undoubtedly play a pivotal role in the discovery of innovative healthcare solutions.

Synonyms
BRN 2125800
4-(Dimethylamino)-2-isopropyl-2-p-tolylbutyramide
14780-16-6
alpha-Isopropyl-alpha-(2-dimethylaminoethyl)-p-tolylacetamide
BUTYRAMIDE, 4-(DIMETHYLAMINO)-2-ISOPROPYL-2-p-TOLYL-
DTXSID50933218
2-[2-(Dimethylamino)ethyl]-3-methyl-2-(4-methylphenyl)butanimidic acid