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Loratadine

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Identification
Molecular formula
C22H23ClN2O2
CAS number
79794-75-5
IUPAC name
4-[[3-[2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethoxycarbonyl]-2-hydroxy-1-naphthyl]methyl]-3-hydroxy-naphthalene-2-carboxylic acid
State
State

Loratadine is typically in a solid state at room temperature.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.00
Boiling point (Celsius)
510.20
Boiling point (Kelvin)
783.40
General information
Molecular weight
382.88g/mol
Molar mass
383.8860g/mol
Density
1.3726g/cm3
Appearence

Loratadine is a white to off-white crystalline powder. It is practically insoluble in water but freely soluble in alcohol, acetone and chloroform.

Comment on solubility

Solubility of 4-[[3-[2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethoxycarbonyl]-2-hydroxy-1-naphthyl]methyl]-3-hydroxy-naphthalene-2-carboxylic acid

The solubility of this complex compound can be described as follows:

  • Polarity: The structure contains multiple functional groups, which can influence solubility in polar or non-polar solvents.
  • Hydroxyl groups: The presence of hydroxyl groups can enhance solubility in water, making the compound more likely to dissolve in aqueous solutions.
  • Size and bulkiness: The large, bulky moieties could hinder solubility by disrupting the intermolecular interactions in the solution.
  • Counter ions: The potential for ionic interactions with counter ions in solution can also play a significant role in the solubility of ionic forms of the compound.

In summary, the solubility of this compound is influenced by a combination of factors, including:

  1. The nature of the solvent: Water or organic solvents may lead to different solubility characteristics.
  2. The pH of the solution: Changes in pH can affect ionization and thus alter solubility.
  3. Temperature: Higher temperatures generally increase solubility for many compounds.

Overall, understanding the solubility can be key to its application in various chemical processes and formulations.

Interesting facts

Interesting Facts About 4-[[3-[2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethoxycarbonyl]-2-hydroxy-1-naphthyl]methyl]-3-hydroxy-naphthalene-2-carboxylic acid

This compound is a prime example of the profound complexity that can be found within organic chemistry. With its intricate structure featuring multiple functional groups and aromatic rings, it highlights the importance of design in drug development. Here are some fascinating aspects of this compound:

  • Therapeutic Potential: This compound could serve as a candidate for pharmacological research due to the presence of both naphthalene and piperazine moieties, which are known for their roles in various biological activities.
  • Synthetic Challenge: The synthesis of such a complex molecule poses a significant challenge in organic chemistry, requiring advanced techniques and methodologies.
  • Intermolecular Interactions: The various aromatic rings in the structure can engage in strong π-π stacking interactions, which is vital for its potential biological function.
  • Structure-Activity Relationship (SAR): Understanding how modifications to this compound affect its activity can lead to new derivatives with improved properties.

As one researcher aptly put it, "The beauty of organic chemistry lies not just in finding new compounds but in understanding the ways in which they can interact and influence living systems." This compound exemplifies the intricate dance of atoms and bonds that chemists strive to comprehend, presenting opportunities for innovation in medicinal chemistry and beyond.

Furthermore, the presence of the 4-chlorophenyl group suggests possible interactions with receptors or enzymes, hinting at its use in developing new therapeutic agents.


For budding chemists, studying such compounds can enhance their understanding of functional group behavior and molecular interactions, laying the groundwork for future discoveries in the field.

Synonyms
Hydroxyzine pamoate (ester)
5978-92-7
2-Naphthoic acid, 4,4'-methylenebis(3-hydroxy-, ester with 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)-ethoxy)ethanol
4-[[3-[2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethoxycarbonyl]-2-hydroxynaphthalen-1-yl]methyl]-3-hydroxynaphthalene-2-carboxylic acid
DTXSID70975195
4-[(3-{[2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethoxy]carbonyl}-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid