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Fenretinide

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Identification
Molecular formula
C26H33NO2
CAS number
65646-68-6
IUPAC name
9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid
State
State

At room temperature, fenretinide is in a solid state, typically found as a powder.

Melting point (Celsius)
139.00
Melting point (Kelvin)
412.15
Boiling point (Celsius)
381.50
Boiling point (Kelvin)
654.70
General information
Molecular weight
391.53g/mol
Molar mass
391.5330g/mol
Density
1.1990g/cm3
Appearence

Fenretinide appears as a light orange powder. It is insoluble in water, but soluble in organic solvents like ethanol, methanol, and DMSO.

Comment on solubility

Solubility of 9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid

The solubility of 9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid: C26H33NO2 is influenced by various factors, particularly its molecular structure and functional groups. This compound contains both hydrophobic and hydrophilic characteristics which can affect its interaction with solvents.

Factors Affecting Solubility:

  • Hydrophobic Phenyl Groups: The presence of multiple phenyl rings contributes to a significant hydrophobic character which may decrease its solubility in aqueous environments.
  • Hydroxamic Acid Group: The hydroxamic acid functional group introduces polarity, allowing for potential hydrogen bonding with water, which could enhance solubility in polar solvents.
  • Molecular Size: Given its relatively large molecular weight, this may also contribute to a lower solubility in organic solvents.

Typically, compounds like this can exhibit the following solubility behaviors:

  • Solubility in Organic Solvents: It may show good solubility in organic solvents such as ethanol, DMSO, or acetonitrile.
  • Limited Water Solubility: It is likely to have limited solubility in water, making it necessary to consider solvent selection for practical applications.

In conclusion, the solubility of 9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid is complex, influenced by its molecular structure and the interplay between hydrophobic and hydrophilic characteristics. Understanding these properties is crucial for determining its utility in various chemical and pharmaceutical environments.

Interesting facts

Interesting Facts about 9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid

9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid is a fascinating compound that piques the interest of both chemists and researchers due to its unique structural features and potential applications. Here are some notable aspects of this compound:

  • Structural Complexity: The compound contains a distinctive hydroxamic acid functional group, which has been noted for its ability to form complexes with metal ions, making it valuable in coordination chemistry.
  • Biological Significance: Hydroxamic acids are often studied for their roles in medicinal chemistry. They can act as inhibitors for various enzymes, including histone deacetylases (HDACs), contributing to their potential anticancer properties.
  • Development of Therapeutics: The structural motifs, such as the phenyl rings and diene system, enhance the compound's versatility. This versatility offers opportunities in drug development, particularly for diseases where HDAC inhibition plays a therapeutic role.
  • Research Applications: Due to its intriguing chemical properties, scientists are investigating its applications not only in pharmaceuticals but also in areas like organic electronics and material science.
  • Synthetic Pathways: The synthesis of this compound can be an engaging topic for chemistry students, showcasing techniques in organic synthesis, including functional group transformations and carbon-carbon bond formation.

In summary, 9-oxo-9-(4-phenylphenyl)nona-2,4-dienehydroxamic acid is more than just a chemical formula; it represents a fusion of elegance in chemistry and a promising direction for future research and applications.