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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
(2S,4R,8S,11S,12R)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-one
State
State

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

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.00
Boiling point (Celsius)
431.00
Boiling point (Kelvin)
704.00
General information
Molecular weight
452.50g/mol
Molar mass
452.4950g/mol
Density
1.3480g/cm3
Appearence

Fluocinolone acetonide is a white to off-white crystalline powder.

Comment on solubility

Solubility of (2S,4R,8S,11S,12R)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-one

This complex organic compound features multiple functional groups that can influence its solubility characteristics. Understanding its solubility is critical in predicting behavior in different solvents and biological systems.

The solubility of this compound can be influenced by various factors:

  • Functional Groups: The presence of hydroxyl (-OH) and carbonyl (C=O) groups typically enhances solubility in polar solvents due to hydrogen bonding.
  • Hydrophobic Regions: The large hydrophobic hydrocarbon framework can hinder solubility in polar solvents.
  • Solvent Polarity: Polar solvents like water may dissolve the compound better than non-polar solvents, but the size and structure will also play significant roles.

In general, one might expect that:

  • In water, solubility could be limited due to the hydrophobic characteristics.
  • In organic solvents like ethanol or acetone, solubility could be enhanced due to compatibility with the non-polar regions.

Overall, the solubility profile of this compound is likely to be a balance between its hydrophobic and hydrophilic parts, making it important to consider specific conditions when studying its behavior in various environments.

Interesting facts

Interesting Facts about (2S,4R,8S,11S,12R)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-one

This compound exhibits a fascinating structural complexity, characterized by multiple stereocenters and a unique pentacyclic framework. Here are some intriguing aspects to consider:

  • Stereochemistry: The specific arrangement of its stereocenters (2S,4R,8S,11S,12R) leads to remarkable biological activity, emphasizing the importance of chirality in chemical interactions.
  • Fluorination: The presence of the fluorine atom significantly influences the compound's properties. Fluorine can improve metabolic stability, which is advantageous in drug development.
  • Hydroxy Group: The hydroxyl group serves a dual purpose: it can enhance solubility in polar solvents and participate in hydrogen bonding, impacting the overall reactivity and interaction with biological receptors.
  • Pentacyclic Structure: The distinct pentacyclic arrangement contributes to the strain and stability of the molecule, making it an interesting subject for studies related to molecular rigidity and conformational analysis.
  • Applications: Given its complex structure, this compound could potentially reveal insights into new therapeutic avenues or facilitate the design of synthetic pathways for similar compounds.

As scientists and students of chemistry, exploring the depths of such compounds enhances our understanding of structure-function relationships in organic chemistry and pharmacology.
The significance of this compound goes beyond its mere existence: it represents the intricate dance of atoms and the potential for innovations that can arise from understanding such complexities.