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Fluocinolone acetonide

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

At room temperature, fluocinolone acetonide is in a solid state, primarily taking the form of a fine crystalline powder. This stability in physical structure makes it suitable for various pharmaceutical formulations, such as creams, ointments, and other topical preparations.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.15
Boiling point (Celsius)
333.00
Boiling point (Kelvin)
606.15
General information
Molecular weight
494.51g/mol
Molar mass
494.5110g/mol
Density
1.3000g/cm3
Appearence

Fluocinolone acetonide appears as a white to cream-colored crystalline powder. It is practically odorless, providing no significant scent on observation. This compound is known for its ability to dissolve slightly in water but is freely soluble in acetone and other organic solvents.

Comment on solubility

Solubility of [2-(9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate

The compound with the chemical formula C24H30F2O6 exhibits several interesting solubility characteristics. Understanding the solubility is crucial for its application and bioavailability. Here are the key points regarding its solubility:

  • Polarity: The presence of hydroxyl (-OH) and ester (-COO-) groups suggest that the compound may possess hydrophilic properties, which could enhance solubility in polar solvents.
  • Organic Solvents: This compound is likely to be soluble in common organic solvents such as ethanol, methanol, and acetone due to its hydrocarbon backbone and functional groups.
  • Water Solubility: Given its large hydrophobic structure combined with polar functional groups, its solubility in water may be limited. The **degree of polarity** plays a significant role in solubility behavior.
  • pH Dependence: Changes in pH could affect the ionization of the hydroxyl groups, potentially influencing solubility in aqueous solutions.

In conclusion, while the exact solubility profile requires experimental determination, the structural aspects of [2-(9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate indicate that it may have enhanced solubility in organic solvents and a somewhat limited solubility in water. Exploring these solubility characteristics can provide insights into its practical applications.

Interesting facts

Interesting Facts about 2-(9-Fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl acetate

This intriguing compound is notable for its complex structure and significant biological activities. Here are some fascinating points to consider:

  • Pharmaceutical Potential: The unique functional groups within this compound, especially the presence of hydroxyl and carbonyl groups, suggest potential applications in pharmacology. Compounds with similar structures are often investigated for their roles in treating various diseases.
  • Fluorine Atom: The incorporation of a fluorine atom in its structure can enhance the molecular stability and lipophilicity, making it an intriguing subject for drug design. This effect can lead to improved biological activity and selectivity.
  • Complexity: The compound’s intricate structure, featuring multiple cyclic and acyclic components as well as stereocenters, showcases the beauty and complexity of organic chemistry. Such structural features challenge chemists in synthesis and characterization.
  • Natural Analogues: Compounds of this type often mimic or are derived from natural products, particularly steroids. This connection highlights the importance of natural compounds as templates in drug discovery.
  • Synthetic Pathways: The synthesis of such intricate compounds is a true testament to modern organic chemistry techniques. Methods such as multi-step synthesis and advanced chromatography techniques are crucial in the study and production of this compound.

Overall, the exploration of this compound may yield valuable insights into both its chemical properties and potential therapeutic applications. As a scientist or a chemistry student, delving into such compounds underscores the intersection of chemistry, biology, and medicine, highlighting the continuous quest for novel treatments and molecules.

Synonyms
Dexamethasone-21-acetate
987-24-6
SCHEMBL1116231
CHEMBL5307908
DTXSID70859567
AKUJBENLRBOFTD-UHFFFAOYSA-N
Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11.beta.,16.beta.)-
AKOS037643321
[2-(9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxoethyl] acetate
AS-13823
9-Fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate