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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-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate
State
State

At room temperature, Fluocinolone acetonide is usually in a solid state as a crystalline powder, making it useful for formulation in diverse pharmaceutical preparations.

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.15
Boiling point (Celsius)
726.70
Boiling point (Kelvin)
999.90
General information
Molecular weight
452.50g/mol
Molar mass
452.4960g/mol
Density
1.3000g/cm3
Appearence

Fluocinolone acetonide appears as a white to off-white crystalline powder. It is odorless and is often utilized in its powder form for medicinal applications.

Comment on solubility

Solubility of [2-(9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate (C24H30F2O6)

The solubility of this compound is an intriguing aspect that can significantly affect its applications, bioavailability, and interactions with other substances. In terms of solubility, it is important to consider several factors:

  • Polarity: The presence of polar hydroxyl (–OH) groups enhances the compound's ability to dissolve in polar solvents, such as water.
  • Size and Structure: The complex structure of the compound, with its large hydrophobic regions, may limit solubility in more polar environments.
  • Functional Groups: Acetate and keto functionalities can also influence solubility; acetates tend to exhibit a moderate level of solubility in various solvents.

It is often stated that “like dissolves like,” which is a simplistic but useful rule of thumb in solubility. Thus, the combination of its functional groups indicates that:

  • Soluble in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO).
  • Limited solubility in water due to its large hydrophobic cyclopenta[a]phenanthrene structure.

In summary, the solubility profile of this compound can be described as moderately soluble in organic solvents, while its solubility in water is likely low, influenced by its unique molecular architecture and the interplay of its functional groups.

Interesting facts

Exploring the Fascinating Compound of 2-(9-Fluoro-11,17-Dihydroxy-10,13-Dimethyl-3-Oxo-1,2,6,7,8,11,12,14,15,16-Decahydrocyclopenta[a]phenanthren-17-yl)-2-Oxo-Ethyl Acetate

This complex organic compound is known for its significance in medicinal chemistry and pharmaceutical applications. It boasts a distinctive structural makeup that contributes to its biological activity and therapeutic potential.

Key Characteristics

  • Fluorination: The presence of a fluorine atom enhances the compound's metabolic stability, making it more resistant to enzymatic degradation. This feature is particularly advantageous in drug design, as it can lead to extended half-lives in biological systems.
  • Hydroxyl Groups: The two hydroxyl groups in the structure are crucial for hydrogen bonding, influencing the compound's solubility and interaction with biological macromolecules.
  • Dimethyl Groups: The dimethyl substitutions may contribute to increased lipophilicity, which can enhance the compound’s ability to penetrate cellular membranes, essential for its pharmacological effects.

Moreover, this compound belongs to a class of molecule widely studied as potential therapeutic agents. Some points of interest include:

  • Potential Anti-inflammatory Properties: Compounds with similar structures have been explored for their ability to modulate inflammatory pathways without the side effects often associated with traditional anti-inflammatory drugs.
  • Cancer Research: Certain derivatives are under investigation for their potential roles in cancer treatment, targeting specific signaling pathways involved in tumor growth.
  • Endocrine Activity: Given the structural aspects reminiscent of steroid frameworks, it may exhibit hormonal activity that could influence therapeutic strategies in various endocrine disorders.

In the words of a leading researcher in medicinal chemistry, "Compounds such as these hold the key to developing therapies that are not only effective but also minimize adverse effects." The exploration of such complex chemical entities prompts exciting discussions on future pharmaceutical advancements and encourages further investigation into their mechanisms of action.

Synonyms
MLS002638417
CHEMBL1720232
DTXSID80859432
HMS3089D18
SMR001547898
Pregn-4-ene-3,20-dione, 9alpha-fluoro-11,17alpha,21-trihydroxy-, 21- acetate