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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
[2-[(9R,11S,14S,16S,17R)-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 a solid. It is stable and non-hygroscopic under normal conditions.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.00
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.00
General information
Molecular weight
452.51g/mol
Molar mass
452.5060g/mol
Density
1.3800g/cm3
Appearence

Fluocinolone acetonide appears as a white to off-white crystalline powder. It is poorly soluble in water but can dissolve in organic solvents.

Comment on solubility

Solubility of 2-[(9R,11S,14S,16S,17R)-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 solubility of complex compounds like 2-[(9R,11S,14S,16S,17R)-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 is often a nuanced topic due to the various factors at play. Understanding solubility can help predict how these compounds behave in different environments.

Key Factors Influencing Solubility:

  • Polarity: The presence of polar functional groups, such as hydroxyl (-OH) and acetate (COO-), contributes to solubility in polar solvents like water.
  • Molecular Interactions: Hydrogen bonding can enhance solubility; compounds capable of forming strong hydrogen bonds typically dissolve better in polar solvents.
  • Steric Hindrance: Bulky groups may impede the solvation process, thus affecting solubility negatively.
  • Temperature: Higher temperatures generally increase solubility; however, the effect can vary depending on the specific compound.

For this compound, its solubility will likely be influenced by its structural complexity and the presence of multiple functional groups. In practical terms, studies showed that:

  • "Solubility is often a function of the balance between hydrophobic and hydrophilic regions of a molecule."
  • Evaluation in diverse solvents (both polar and non-polar) is recommended to fully understand its dissolution behavior.

In summary, the solubility of this compound may vary significantly with the solvent used, and thorough testing in various conditions should be undertaken to establish its solubility profile accurately.

Interesting facts

Interesting Facts about 2-[(9R,11S,14S,16S,17R)-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 compound, known for its complex structure, is a type of synthetic steroid that plays a significant role in pharmaceutical research and development. Here are some intriguing aspects of this chemical:

  • Synthetic Steroids: This compound belongs to a class of synthetic steroids designed to mimic natural hormones, particularly those involved in anti-inflammatory processes.
  • Potential Applications: Its unique structure allows for potential use in various therapeutic areas, including treatments for autoimmune diseases, inflammation, and hormonal disorders.
  • Fluorine Substitution: The presence of a fluorine atom in its structure enhances the compound's biological activity and alters its pharmacokinetic properties, making it more effective in certain contexts.
  • Research Significance: The compound is often studied for its mechanism of action at the molecular level and its interaction with steroid receptors, providing insights into designing more efficient drugs.
  • Chirality: The compound features multiple chiral centers, highlighting the importance of stereochemistry in pharmaceutical compounds, which can greatly influence the efficacy and safety of drugs.

In the world of synthetic organic chemistry, compounds like this one serve as a testament to the intricate relationships between structure and function in medicinal chemistry. As researchers continue to explore its properties, the compound might contribute to groundbreaking discoveries in medicine, underscoring the thrilling potential of chemical research to enhance human health.

Synonyms
[2-[(9R,11S,14S,16S,17R)-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