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Loperamide

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Identification
Molecular formula
C29H33ClN2O2
CAS number
34552-83-5
IUPAC name
N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide
State
State
At room temperature, loperamide is typically found in a solid state as a powder.
Melting point (Celsius)
214.00
Melting point (Kelvin)
487.15
Boiling point (Celsius)
604.30
Boiling point (Kelvin)
877.45
General information
Molecular weight
476.03g/mol
Molar mass
476.0390g/mol
Density
1.0652g/cm3
Appearence

Loperamide is a white or almost white crystalline powder. It is practically insoluble in water but soluble in methanol and slightly soluble in ethanol.

Comment on solubility

Solubility of N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide

The solubility of N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide can be understood through several key factors:

  • Molecular Structure: The presence of multiple aromatic (phenyl) and aliphatic groups in its structure can influence solubility in various solvents.
  • Hydrophilic and Hydrophobic Balance: This compound likely exhibits a balance between hydrophobic character, due to its alkyl chains, and potential hydrophilic interactions from the amide functional group.
  • Solvent Interaction: Solubility may differ significantly in organic solvents compared to water, indicating a preference for nonpolar or weakly polar environments.

In summary, while specific solubility values are not detailed, it can be hypothesized that N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide may demonstrate:

  • Higher solubility in organic solvents such as methanol or dichloromethane.
  • Limited solubility in polar solvents like water due to its hydrophobic regions.

This solubility profile suggests a compound that can be manipulated for various applications in chemical formulations, potentially requiring tailored solvent systems for effective use.

Interesting facts

Interesting Facts about N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide

This compound, often referred to in studies focused on pharmaceuticals, is a fascinating addition to the world of medicinal chemistry. Here are some noteworthy aspects:

  • Pharmacological Potential: Thanks to its unique structure, this compound may exhibit properties that allow it to interact with specific biological receptors, making it a valuable candidate in drug development.
  • Structural Complexity: The presence of the dipropylamino group contributes to its ability to cross cell membranes, which is crucial for the efficacy of many therapeutic agents.
  • Phenylethoxy Group: The phenylethoxy moiety enhances the compound's lipophilicity, potentially increasing its bioavailability in the human body.
  • Dimethyl Substitution: The 2,6-dimethyl substitutions on the aromatic ring may improve metabolic stability and alter pharmacokinetics, which is a key consideration in medicinal chemistry.
  • Research Applications: This compound is often used as a reference in studies looking into nerve agents, and its derivatives have been cited in research for their neuroprotective effects.
  • The “Green Chemistry” Perspective: The synthesis of such compounds often involves methodologies aimed at reducing waste and increasing efficiency, aligning with the principles of green chemistry.

In essence, N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide serves as a reminder of the intricate relationship between a compound's structure and its biological activity. As noted by chemists, “The devil is in the details” when it comes to designing drugs; even small changes in molecular details can lead to significant differences in behavior. With continued research, we may uncover even more about its potential therapeutic uses and mechanisms of action.

Synonyms
A 1315
17179-47-4
ACETAMIDE, N-(2,6-DIMETHYL-4-(2-PHENYLETHOXY)PHENYL)-2-(DIPROPYLAMINO)-
2-(Dipropylamino)-4'-(phenethyloxy)-2',6'-acetoxylidide
DTXSID20169163
N-(2,6-Dimethyl-4-(2-phenylethoxy)phenyl)-2-(dipropylamino)acetamide
2',6'-Acetoxylidide, 2-(dipropylamino)-4'-(phenethyloxy)-
N-[2,6-dimethyl-4-(2-phenylethoxy)phenyl]-2-(dipropylamino)acetamide
DTXCID9091654
2',6'-Acetoxylidide, 2-(dipropylamino)-4'-(phenethyloxy)-(8CI)