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Fluocinonide

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Identification
Molecular formula
C26H32FNO6
CAS number
356-12-7
IUPAC name
[(9R,11S,14S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] benzoate
State
State

Fluocinonide is generally found in a solid state at room temperature. It is commonly prepared and stored in this solid form for formulation into topical medical products.

Melting point (Celsius)
274.50
Melting point (Kelvin)
547.65
Boiling point (Celsius)
539.30
Boiling point (Kelvin)
812.45
General information
Molecular weight
494.57g/mol
Molar mass
494.5750g/mol
Density
1.3750g/cm3
Appearence

Fluocinonide appears as a white to off-white crystalline powder. It is often used in formulations such as creams or gels for its therapeutic properties. The compound is not soluble in water, which affects its applications and ways it can be used in pharmaceutical formulations.

Comment on solubility

Solubility of [(9R,11S,14S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] benzoate

The solubility of complex organic compounds such as [(9R,11S,14S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] benzoate can be quite intricate due to various factors influencing its behavior in solvents. Here are some key considerations regarding its solubility:

  • Nature of Solvent: Solubility is highly dependent on the polarity of the solvent:
    • Polar solvents (like water) might dissolve more polar compounds.
    • Non-polar solvents (like hexane) may be better suited for non-polar compounds.
  • Functional Groups: The presence of functional groups, such as hydroxyl and ester groups in this compound, can significantly enhance solubility in polar solvents due to hydrogen bonding.
  • Molecular Size and Structure: Larger molecules with complex structures may be less soluble due to steric hinderance affecting the ability of the solvent molecules to surround the solute.
  • Temperature: Increased temperature generally increases solubility for many solids in liquids, but this can vary depending on the specific interactions involved.

In conclusion, while predicting the solubility of [(9R,11S,14S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] benzoate necessitates a careful consideration of these factors, it is clear that understanding the underlying chemistry can provide valuable insight into its dissolution behavior in various environments.

Interesting facts

Interesting Facts about Benzoate of Fluoro-Hydroxy Compound

This complex compound showcases a unique blend of structural features, making it a fascinating subject for study within the field of organic chemistry. Here are some intriguing aspects:

  • Stereochemistry: The stereochemical configuration of this compound, indicated by the descriptors (9R,11S,14S,17R), plays a vital role in its biological activity. The three-dimensional arrangement of atoms can significantly affect how the compound interacts with biological systems.
  • Fluorine Substitution: The presence of a fluorine atom contributes to enhanced metabolic stability and lipophilicity, which can improve the compound's pharmacological properties. Scientists often explore fluorinated compounds for their ability to modify interaction profiles, making them interesting candidates for drug development.
  • Hydroxy and Ketone Functionalities: This compound includes both hydroxy and ketone groups. Hydroxy groups exhibit strong hydrogen bonding capabilities, while the ketone plays a crucial role in reactive chemistry. These functionalities can engage in various reactions, leading to potential modifications and applications.
  • Natural Product Analog: The core structure of this compound resembles steroidal frameworks commonly found in nature. Compounds with steroid-like properties often demonstrate significant biological activities, including anti-inflammatory and hormone-like effects.
  • Potential Applications: Due to its unique structure, this compound may hold promise in therapeutic applications such as:
    • Anti-inflammatory drugs
    • Cancer treatment agents
    • Endocrine system modulators

In summary, this benzoate compound not only emphasizes the importance of molecular architecture in drug design and development but also highlights the extraordinary realm of organic chemistry where even minor modifications can lead to substantial changes in biological activity. Understanding such compounds can pave the way for developing novel therapeutic agents that could revolutionize treatment protocols in various medical fields.