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Cetirizine HCl

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Identification
Molecular formula
C21H25ClN2O3
CAS number
83881-52-1
IUPAC name
4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid;1-[(4-chlorophenyl)-phenyl-methyl]-4-methyl-piperazine
State
State

At room temperature, Cetirizine hydrochloride is typically in a solid state. This is suitable for its common use in oral medicinal forms, such as tablets or capsules. It is insoluble in water but freely soluble in chloroform and methanol.

Melting point (Celsius)
109.50
Melting point (Kelvin)
382.65
Boiling point (Celsius)
251.80
Boiling point (Kelvin)
524.95
General information
Molecular weight
388.89g/mol
Molar mass
388.8900g/mol
Density
1.1000g/cm3
Appearence

Cetirizine hydrochloride typically appears as a white crystalline powder. It is usually odorless and has a bitter taste. These qualities make it suitable for formulation into tablets or syrups in the pharmaceutical industry.

Comment on solubility

Solubility of 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid; 1-[(4-chlorophenyl)-phenyl-methyl]-4-methyl-piperazine

The solubility characteristics of the compound can be quite intriguing due to its complex molecular structure and presence of both hydrophilic and hydrophobic functional groups. In general, understanding the solubility involves considering several factors:

  • Hydrophilicity vs. Hydrophobicity: The presence of carboxylic acid groups and hydroxyl groups suggests that the compound has a degree of hydrophilicity, meaning it may interact favorably with water. However, the naphthalene and chlorophenyl components could introduce hydrophobic characteristics, which may limit its solubility in polar solvents.
  • pH Dependence: The solubility of acids can change significantly based on the pH of the solution. In an acidic environment, the carboxylic acid groups may remain protonated, potentially decreasing solubility, whereas in a basic environment, they may deprotonate, enhancing solubility.
  • Temperature Influence: Typically, an increase in temperature can lead to higher solubility for many organic compounds, allowing for improved dissolution rates of this compound in various solvents.
  • Solvent Selection: This compound may be more soluble in organic solvents or mixed solvents that can accommodate both the hydrophilic and hydrophobic parts of the molecule. Common solvents could include ethanol or dimethyl sulfoxide (DMSO).

In conclusion, the solubility of this unique compound is influenced by a combination of its structural features, environmental pH, and solvent characteristics. As stated in the scientific community, "The solution depends on the solute." Therefore, exploring various conditions may yield more definitive insights into its solubility behavior.

Interesting facts

Interesting Facts about 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid; 1-[(4-chlorophenyl)-phenyl-methyl]-4-methyl-piperazine

This compound showcases a fascinating interplay of complex structures, making it a subject of interest in the field of organic chemistry. Here are some noteworthy points:

  • Dual Functionality: The compound includes both naphthalene and piperazine moieties, which are known for their diverse biological activities. Naphthalene derivatives are often explored for anti-cancer and anti-inflammatory properties, while piperazine derivatives are well-documented for their role as pharmacological agents.
  • Carboxylic Acids: The presence of multiple carboxylic acid groups enhances the compound's reactivity and solubility in polar solvents, making it an intriguing candidate for various chemical reactions.
  • Chlorophenyl Influence: The incorporation of a chlorophenyl group is notable, as chlorine is a common substituent that can enhance the lipophilicity and overall biological activity of organic molecules.
  • Research Relevance: Compounds like this one are often explored in medicinal chemistry for their potential therapeutic properties, such as acting as inhibitors or modulators in complex biological systems.

Overall, the structure of this compound presents numerous avenues for chemical exploration and potential applications in pharmaceuticals. As with many complex organic compounds, synthetic routes and derivative modifications could lead to novel drugs or biochemical tools.


As one chemistry student noted, “The uniqueness of each structural element in compounds like these underpins the limitless possibilities in drug design and molecular functionality.” This emphasizes the essential role of structural characteristics in understanding the behavior and application of compounds in real-world scenarios.

Synonyms
CHLORCYCLIZINE PAMOATE
Chlorcyclizine embonate
UNII-73R47NSS6P
73R47NSS6P
10450-53-0
Q27266197