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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, fluocinolone acetonide exists as a solid.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.00
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.00
General information
Molecular weight
452.50g/mol
Molar mass
452.5090g/mol
Density
1.2700g/cm3
Appearence

Fluocinolone acetonide is a white or almost white crystalline powder.

Comment on solubility

Solubility of 6,9-Difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

The solubility of the compound with the formula C24H30F2O6 can be quite complex due to its unique structural characteristics. Several factors influence this compound's solubility:

  • Polar Functional Groups: The presence of hydroxy (-OH) and acetyl groups (-COCH3) introduce polarity, which can enhance solubility in polar solvents such as water.
  • Fluorine Atoms: The two fluorine substituents may affect the compound's overall polarity and, as a result, its solubility profile. Fluorinated compounds often exhibit unique solubility behavior.
  • Hydrophobic Regions: The significant hydrophobic character of the hydrocarbon framework in the compound could lead to lower solubility in aqueous solutions, thus making it more soluble in organic solvents.

In general, it can be expected that:

  1. This compound may have good solubility in polar organic solvents such as ethanol and acetone.
  2. It may exhibit limited solubility in water due to its hydrophobic regions.

To sum up, the solubility of this compound is likely to be influenced by the balance between its polar (hydroxyl and acetyl) groups and its non-polar hydrocarbon structure. Understanding these interactions will be key in predicting the behavior of this compound in various environments.

Interesting facts

Interesting Facts About 6,9-Difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

This intriguing compound belongs to a class of organic molecules that exude a remarkable blend of both structural complexity and potential biological activity. Let’s dive into some fascinating aspects of this chemical compound:

  • Fluorinated Compounds: The presence of fluorine atoms in this compound can significantly enhance its chemical properties. Fluorinated compounds are often characterized by improved metabolic stability and increased lipophilicity, making them valuable in the pharmaceutical industry.
  • Hormonal Activity: The compound's structure suggests possible interactions with hormonal pathways, making it a candidate for investigation in hormonal therapies or as a steroid mimic. Compounds of this type can be crucial in treating conditions linked to hormone imbalances.
  • Organic Synthesis: Chemical synthesis of such a complex structure often requires sophisticated techniques, including multi-step reactions and the formation of specific stereoisomers. These methods are a treasure trove of learning opportunities for chemistry students and professionals alike.
  • Research Potential: Given its structural characteristics, it can serve as a framework for the synthesis of new derivatives, prompting further research into its analogs for enhanced biological activity or desired chemical properties.
  • Natural Products: The intricate molecular architecture takes inspiration from natural steroidal compounds, indicating the relationship between synthetic and naturally occurring substances. Studying these relationships can help in drug discovery and development.

In summary, this compound exemplifies how intricate chemical structures can lead to versatile applications in medicinal chemistry and organic synthesis, inspiring further research and exploration. The intersection of structure and function in compounds like this is a key area of study for both aspiring chemists and established scientists.

Synonyms
Aniprime
6,9-Difluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione
6.alpha.-Fluorodexamethasone
MFCD00056464
CHEMBL2007346
DTXSID30859700
AKOS025149901
LS-14954
NCI60_004347
SY074151
U 10974
6.alpha.,9.alpha.-Difluoro-16.alpha.-methylprednisolone
6.alpha.,17,21-trihydroxy-16.alpha.-methylpregna-1,4-diene-3,20-dione
Pregna-1,20-dione, 6.alpha.,9-difluoro-11.beta.,17,21-trihydroxy-16.alpha.-methyl-
Pregna-1,20-dione, 6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-