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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
[(6S,9R,17R)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] acetate
State
State

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

Melting point (Celsius)
258.00
Melting point (Kelvin)
531.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
452.50g/mol
Molar mass
452.4970g/mol
Density
1.2700g/cm3
Appearence

Fluocinolone acetonide is a white to off-white crystalline powder. It is odorless and has a characteristic appearance typical of corticosteroid compounds.

Comment on solubility

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

The solubility of the compound [(6S,9R,17R)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] acetate can be characterized as follows:

  • Solvent Dependency: The solubility is highly influenced by the choice of solvent. It tends to be more soluble in organic solvents such as ethanol and DMSO rather than in polar solvents like water.
  • Temperature Effect: An increase in temperature generally enhances solubility due to increased molecular motion that allows molecules to overcome intermolecular forces.
  • pH Influence: The solubility may also vary with pH, particularly if the compound can donate or accept protons.
  • Concentration and Saturation: As with many complex organic compounds, solubility reaches a saturation point beyond which no further dissolution occurs.

In summary, the solubility of this compound is limited in aqueous environments but shows enhanced solubility in various organic solvents, highlighting the importance of solvent selection for practical applications.

Interesting facts

Interesting Facts about (6S,9R,17R)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl Acetate

This compound is a fascinating member of the class of steroid derivatives, noteworthy for its complex structure and potential biological activity. Below are some intriguing aspects that highlight its significance in the field of chemistry and pharmacology:

  • Synthetic Origin: This compound is synthesized through intricate organic reactions which exemplify the artistry involved in steroid chemistry. The formation of its cyclopenta[a]phenanthrene framework involves various stages of cyclization and functional group modification.
  • Biological Relevance: Steroids play crucial roles in biological systems, influencing a variety of physiological processes such as metabolism, immune response, and development. Compounds similar to this one have been studied for their potential effects on hormone regulation.
  • Fluorination Benefits: The presence of fluorine in its structure is particularly noteworthy. Fluorinated compounds often exhibit enhanced metabolic stability and bioactivity, making them valuable in medicinal chemistry.
  • Structure-Activity Relationship (SAR): The unique arrangement of functional groups and the stereochemistry of this compound provide excellent opportunities for SAR studies, which are critical in drug development to optimize therapeutic efficacy and minimize side effects.
  • Potential Research Applications: With such a detailed structure, this compound could serve as a lead compound for developing new drugs. Its various applications may include anti-inflammatory, anti-cancer, or hormone-related therapeutic uses.

In summary, (6S,9R,17R)-17-acetyl-9-fluoro-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl acetate stands as a significant compound in steroid chemistry, presenting pathways for innovative research and application in medicine.

Synonyms
SCHEMBL18190790
(1R,5S,9bR)-1-acetyl-9b-fluoro-10-hydroxy-5,9a,11a-trimethyl-7-oxo-2H,3H,3aH,3bH,4H,5H,10H,11H-cyclopenta[a]phenanthren-1-yl acetate