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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
3694-28-6
IUPAC name
17-(2-fluoroacetyl)-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

Fluocinolone acetonide is generally a solid at room temperature.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.00
Boiling point (Celsius)
690.50
Boiling point (Kelvin)
963.70
General information
Molecular weight
452.50g/mol
Molar mass
452.4960g/mol
Density
1.3600g/cm3
Appearence

Fluocinolone acetonide is typically found as a white to faintly yellow, odorless crystalline powder. It is practically insoluble in water but soluble in acetone, alcohol, and chloroform.

Comment on solubility

Solubility of 17-(2-fluoroacetyl)-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

The solubility of this compound is particularly intriguing due to its complex structure. Here are some key considerations that influence its solubility:

  • Polarity: The presence of hydroxyl groups (–OH) typically enhances solubility in polar solvents, such as water.
  • Functional Groups: The 2-fluoroacetyl group might introduce some degree of polarity which can affect overall solubility.
  • Hydrophobic Regions: The extensive hydrocarbon framework may create hydrophobic areas that could impede solubility in polar solvents.

Moreover, it is important to note that:

  • Solvent Choice: The solubility of this compound could vary greatly depending on the solvent used, with better solubility expected in organic solvents.
  • Temperature: Rising temperatures generally improve solubility for many compounds, which could be relevant for practical applications.

To summarize, the solubility of 17-(2-fluoroacetyl)-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one is a balance of its polar and non-polar characteristics, making it potentially soluble in specific organic solvents while being more challenging to dissolve in water. Understanding these properties is vital for the effective utilization of this compound in chemical research and applications.

Interesting facts

Interesting Facts about 17-(2-Fluoroacetyl)-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

This fascinating compound, often associated with complex biological activity, offers a wealth of insights for both researchers and students in the fields of organic chemistry and medicinal chemistry. Here are some intriguing facts about it:

  • Structural Complexity: The compound features a unique cyclopenta[a]phenanthrene backbone, which contributes to its intriguing physical and chemical properties. This structure is indicative of a class of compounds that often exhibit significant biological activity.
  • Fluorinated Moiety: The presence of the 2-fluoroacetyl group is notable. Fluorination can enhance the lipophilicity of the molecule, potentially improving its membrane permeability and biological potency. This alteration often leads to compounds with enhanced binding affinities.
  • Hydroxyl Groups: The compound boasts two hydroxyl groups at the 11 and 17 positions, which are known to play crucial roles in modulating biological activity. Hydroxyl groups often participate in hydrogen bonding, influencing solubility and interactions with biomolecules.
  • Methyl Substituents: The methyl groups at the 10 and 13 positions can alter the steric hindrance around the compound. This can impact how the compound interacts with various biological targets, including enzymes and receptors.
  • Potential Applications: Compounds with this type of structure have been studied for their potential therapeutic effects, especially in fields like oncology and endocrinology. Understanding the synthesis and reactivity of such compounds can lead to the development of new pharmaceuticals.

As a scientist or a student diving into the world of organic compounds, studying this compound can open new avenues for research and exploration. It demonstrates how structural variations can lead to different properties and biological activities, emphasizing the importance of chemical design in drug development.

Synonyms
DIHYDROXYFLUOROPROGESTERONE