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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
[2-(6-fluoro-17-hydroxy-10,13,16-trimethyl-3-oxo-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate
State
State

At room temperature, Fluocinolone acetonide is typically in a solid state.

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.15
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.15
General information
Molecular weight
452.49g/mol
Molar mass
452.4940g/mol
Density
1.2700g/cm3
Appearence

Fluocinolone acetonide is a white to creamy white crystalline powder. It is practically odorless and is known for its poor solubility in water.

Comment on solubility

Solubility of [2-(6-fluoro-17-hydroxy-10,13,16-trimethyl-3-oxo-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate

The solubility of the compound [2-(6-fluoro-17-hydroxy-10,13,16-trimethyl-3-oxo-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate varies markedly based on several factors:

  • Polarity: The presence of functional groups, such as the fluoro and hydroxy groups, indicates an affinity for polar solvents, which may enhance its solubility in aqueous environments.
  • Hydrogen Bonding: With the hydroxy group, this compound can engage in hydrogen bonding, which may further improve solubility in water compared to non-polar solvents.
  • Hydrophobic Regions: The extensive hydrophobic regions provided by the cyclopenta[a]phenanthren structure may inhibit solubility in polar solvents, leading to potential solubility challenges.
  • Temperature Dependence: As is common with many organic compounds, solubility could increase with temperature, indicating the potential to dissolve better in warmer conditions.

In summary, while the compound exhibits characteristics that may enhance its solubility in polar solvents due to hydrogen bonding, its hydrophobic nature and specific structural features may present challenges. Thus, it’s essential to experiment with different solvents and conditions to ascertain its solubility profile effectively.

Interesting facts

Interesting Facts about 2-(6-fluoro-17-hydroxy-10,13,16-trimethyl-3-oxo-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl acetate

The compound in question is a complex steroid derivative that has garnered attention for its fascinating structure and potential applications in the field of medicinal chemistry. Here are some intriguing aspects that highlight its significance:

  • Fluorination: The presence of a fluorine atom in its molecular structure can enhance the biological activity of the compound, often increasing potency and selectivity by influencing receptor interactions.
  • Hydroxyl Group: The 17-hydroxy group plays a crucial role in the compound's biological activity and is key to understanding its interaction with hormonal pathways.
  • Steroid Framework: The compound belongs to the class of steroids, known for their role in various physiological processes, including metabolism and immune response. The specific arrangement of atoms contributes to its unique pharmacological properties.
  • Potential Therapeutic Uses: Compounds similar to this one are often explored for their potential in hormone replacement therapy, anti-inflammatory applications, and for use in treating specific cancers due to their ability to modulate hormonal pathways.
  • Structure-Activity Relationship (SAR): Analyzing the variations in structure, such as the addition of the acetate group, can provide insights into the compound's activity and can guide the design of new derivatives with enhanced effects.

According to chemists, this compound reflects the intricate relationship between structure and function in medicinal chemistry. As emphasized in the field, "The intricacies of molecular architecture can lead to groundbreaking therapeutic advancements."

In summary, this compound demonstrates how small changes in molecular structure can lead to significant differences in biological activity and therapeutic potential, making it a valuable subject of study for further research and development in pharmacology.