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Sulfasalazine

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Identification
Molecular formula
C18H14N4O5S
CAS number
599-79-1
IUPAC name
2-[(2-hydroxy-5-sulfamoyl-phenyl)hydrazono]-3-oxo-N-phenyl-butanamide
State
State

At room temperature, sulfasalazine appears as a solid. It is stable in this form under normal conditions of use and storage, maintaining its structure as a powder.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
403.00
Boiling point (Kelvin)
676.15
General information
Molecular weight
398.39g/mol
Molar mass
398.3890g/mol
Density
1.5275g/cm3
Appearence

Sulfasalazine is typically a bright orange-yellow crystalline powder. It is often noted for its distinctive color, making it easily recognizable in its solid form. The powder is odorless.

Comment on solubility

Solubility of 2-[(2-hydroxy-5-sulfamoyl-phenyl)hydrazono]-3-oxo-N-phenyl-butanamide

The solubility of the compound 2-[(2-hydroxy-5-sulfamoyl-phenyl)hydrazono]-3-oxo-N-phenyl-butanamide (C18H14N4O5S) is influenced by several factors due to its complex structure. This compound contains both hydrophilic and hydrophobic regions, which affects its behavior in various solvents. Here are some noteworthy points regarding its solubility:

  • Polarity: The presence of the sulfonamide group and hydroxyl functional group contributes to its hydrophilic character, suggesting that it may have a certain degree of solubility in polar solvents such as water.
  • Hydrophobic Interactions: Meanwhile, the phenyl and butanamide moieties introduce hydrophobic characteristics, which can limit solubility in highly polar solvents.
  • Organic Solvents: It may exhibit improved solubility in organic solvents like ethanol or dimethyl sulfoxide (DMSO) due to the ability of these solvents to solvate both hydrophilic and hydrophobic regions.
  • Temperature Dependence: As with many organic compounds, the solubility can increase with temperature. Hence, elevated temperatures may enhance the solubilization process.

In summary, while the compound demonstrates potential solubility in polar and non-polar solvents, its actual solubility can vary widely based on solvent type, temperature, and concentration. Understanding these solubility characteristics is crucial for applications in pharmaceuticals and material science where this compound may be utilized.

Interesting facts

Interesting Facts about 2-[(2-hydroxy-5-sulfamoyl-phenyl)hydrazono]-3-oxo-N-phenyl-butanamide

This compound possesses notable characteristics that make it an intriguing subject of study in the field of medicinal chemistry. Here are some fascinating aspects:

  • Pharmaceutical Applications: This compound's structure suggests potential applications as a pharmaceutical agent. Sulfamoyl groups are often associated with antibacterial properties, and the hydrazone linkage may enhance target selectivity in biological systems.
  • Structure-Activity Relationship (SAR): The intricate arrangement of functional groups in this compound provides a rich field for SAR studies. Modifications to the phenyl and hydrazono groups could lead to varying biological activities and affinities for certain targets.
  • Hydrogen Bonding: The presence of hydroxyl and sulfamoyl groups within the molecular framework can facilitate strong hydrogen bonding interactions, potentially influencing the compound's solubility and interaction with enzymes.
  • Potential for Development: Given its unique chemical structure, this compound could serve as a lead structure for the development of new therapeutics, particularly in the treatment of infections where traditional antibiotics may be less effective.
  • Historical Significance: Compounds featuring hydrazones have a long history in medicinal chemistry, often serving as intermediates in the synthesis of larger, more complex molecules.

As scientists continue to explore the properties of compounds like this one, their multifaceted nature offers opportunities for novel discoveries and innovations in drug design.