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
Molecular Weight
452.50g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3480g/cm3
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.

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