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Loperamide

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Identification
Molecular formula
C29H33ClN2O2
CAS number
34552-83-5
IUPAC name
2-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methyl-butanamide
State
State
Loperamide is generally in a solid state at room temperature. It is solid under standard conditions, typically encountered as a powder, and is often processed into tablets or capsules for pharmaceutical use.
Melting point (Celsius)
214.00
Melting point (Kelvin)
487.00
Boiling point (Celsius)
482.00
Boiling point (Kelvin)
755.00
General information
Molecular weight
477.03g/mol
Molar mass
477.0340g/mol
Density
1.2244g/cm3
Appearence
Loperamide is typically available as an off-white or pale yellow solid. It is commonly found in the form of a hydrochloride salt, especially when distributed as a medication, and is usually provided in tablet or capsule form for oral administration.
Comment on solubility

Solubility of 2-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methyl-butanamide

The solubility of the compound 2-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methyl-butanamide is a critical aspect to consider for its application in various fields. Generally, its solubility can be influenced by the following factors:

  • Polarity: The dimethylamino group adds polar characteristics, while the methoxyphenyl segment can enhance solubility in organic solvents.
  • Temperature: Like many compounds, solubility is often temperature-dependent; an increase in temperature typically leads to increased solubility.
  • pH Levels: The ionization state of the amide can alter significantly with changes in pH, potentially improving solubility in aqueous environments.
  • Solvent Type: This compound may exhibit better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) compared to water due to the presence of hydrophobic groups.

Therefore, while this compound may have limited solubility in water, it is likely to dissolve more readily in nonpolar or slightly polar organic solvents. It is always wise to conduct empirical assessments of solubility under specific conditions, since empirical data can provide insights that theoretical deductions might overlook. When experimenting with this compound, one could explore various parameters to find optimal conditions for solubility.

Interesting facts

Exploring 2-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methyl-butanamide

This compound, known for its intriguing structure and potential applications, is a member of the amide family, which are often involved in various biological activities. Here are some compelling aspects that make this compound stand out:

  • Pharmacological Interest: Compounds of this class are often investigated for their ability to interact with biological receptors, which could potentially lead to the development of pharmaceuticals.
  • Dimethylamino Group Influence: The presence of the −N(CH3)2 group imparts unique electron-donating properties, affecting the compound's reactivity and interaction with other molecules.
  • 4-Methoxyphenyl Ring: This aromatic segment can enhance the compound's lipophilicity, which may influence how it permeates biological membranes, an essential factor for drug design.
  • Synthesis and Modification: Synthetic chemists often examine derivatives of similar amides to discover new compounds with improved efficacy or reduced side effects.
  • Potential as a Building Block: The structure of this compound allows it to serve as a versatile intermediate in organic synthesis, leading to the creation of more complex molecules with desired properties.

In conclusion, 2-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methyl-butanamide is not only a fascinating chemical entity in its own right, but also a key subject of research in the fields of medicinal chemistry and pharmacology. Its structural components suggest it has the potential for diverse applications, making it a compound worth further investigation.

Synonyms
BRN 2743529
4-(Dimethylamino)-2-isopropyl-2-(p-methoxyphenyl)butyramide
14780-21-3
alpha-Isopropyl-alpha-(2-dimethylaminoethyl)-p-methoxyphenylacetamide
BUTYRAMIDE, 4-(DIMETHYLAMINO)-2-ISOPROPYL-2-(p-METHOXYPHENYL)-
DTXSID00933223
2-[2-(Dimethylamino)ethyl]-2-(4-methoxyphenyl)-3-methylbutanimidic acid