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Loratadine

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Identification
Molecular formula
C22H23ClN2O2
CAS number
79794-75-5
IUPAC name
(4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate
State
State

Loratadine is most commonly found as a solid at room temperature. It is used in various pharmaceutical formulations, especially in allergy medications as an antihistamine.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.20
Boiling point (Celsius)
489.90
Boiling point (Kelvin)
763.00
General information
Molecular weight
382.88g/mol
Molar mass
382.8830g/mol
Density
1.1804g/cm3
Appearence

Loratadine is a white to off-white crystalline powder. It is practically insoluble in water and slightly soluble in alcohol and acetone.

Comment on solubility

Solubility of (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate

The solubility of (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate is influenced by various factors, primarily due to its complex structure. This compound features a combination of hydrophobic and hydrophilic regions, which can lead to the following key solubility points:

  • Polarity: The presence of both aromatic rings and long aliphatic chains implies varying degrees of polarity; this can result in limited solubility in polar solvents, while enhancing solubility in non-polar organic solvents.
  • Hydrogen Bonding: The diethylaminomethyl group can engage in hydrogen bonding, particularly with highly polar solvents like water, albeit this may still yield relatively low solubility.
  • Temperature Dependency: As temperature increases, the solubility can improve due to enhanced molecular motion, allowing the compound to dissociate more thoroughly in certain solvents.
  • pH Influence: The compound's solubility may also vary with pH, as ionization of the amino group can affect its interaction with aqueous environments.

In summary, while (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate shows varied solubility characteristics, its incorporation of both hydrophobic and hydrophilic features makes it predominantly soluble in organic solvents rather than water. As with many organic compounds, comprehensive testing is recommended to determine definitive solubility profiles.

Interesting facts

Overview of (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate

(4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate, often referred to in scientific literature as a *benzoate derivative*, is a fascinating compound with diverse applications and properties. Here are some interesting facts about this compound that highlight its significance in the field of chemistry:

Applications and Uses

  • Pharmaceutical Research: This compound is of interest in drug development, where its structure can impact its ability to cross biological membranes, thus enhancing bioavailability.
  • Potential Therapeutic Uses: Compounds with similar structural characteristics have shown promise in treating various conditions, such as *neurological disorders* and *pain management*, due to their ability to interact with specific biological targets.

Chemical Properties

The unique structure of (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate contributes to its chemical reactivity and interactions. Notably, the presence of the **methoxy group** and **diethylamino functionalities** can influence its behavior:

  • Electronic Effects: The methoxy group can provide *electron donation*, enhancing aromatic stability and influencing chemical reactivity.
  • Solubility Modifiers: The diethylamino group increases the compound's basicity, which can aid its solubility in various organic solvents, making it suitable for different formulations.

Mechanism of Action

Understanding the mechanism by which this compound acts can shed light on its potential efficacy. Many benzoate derivatives are designed to interact with *enzymes or receptors*, altering biological pathways:

  • Receptor Binding: Its binding affinity can offer insights into how modifications to the benzoic acid framework can impact the pharmacodynamics of compounds.
  • Biochemical Transformations: Research into metabolic pathways involving this compound can lead to developments in synthesizing more effective derivatives.

Scientific Importance

This compound exemplifies the relationship between molecular structure and function, serving as an important case study in organic chemistry and medicinal chemistry. As chemists continue to explore its properties, they might uncover:

  • Innovative therapeutic strategies that leverage its unique characteristics.
  • Insights into the design of novel compounds with improved efficacy and reduced side effects.

In conclusion, (4-methoxyphenyl) 4-[1-(diethylaminomethyl)butoxy]benzoate is not just a chemical entity; it is a gateway into understanding the complexities of organic compounds and their applications in real-world scenarios. As research progresses, we may uncover even more about its potential and applications!