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

Fluocinolone acetonide is typically a solid at room temperature. It is used as a topical anti-inflammatory agent in the form of creams, lotions, and ointments.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.15
Boiling point (Celsius)
540.00
Boiling point (Kelvin)
813.15
General information
Molecular weight
452.51g/mol
Molar mass
452.5090g/mol
Density
1.3650g/cm3
Appearence

Fluocinolone acetonide appears as a white to almost white crystalline powder. It is practically insoluble in water but freely soluble in ethanol, acetone, and chloroform.

Comment on solubility

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

The solubility of this complex compound is influenced by several factors, particularly its molecular structure and functional groups. Understanding the solubility characteristics is crucial for applications in pharmaceuticals, as it affects bioavailability and therapeutic efficacy.

  • Polarity: The presence of hydroxyl (–OH) groups generally increases solubility in water due to hydrogen bonding, while the organic components may enhance solubility in organic solvents.
  • Size and Structure: This compound's large molecular size can hinder solubility in polar solvents, making it more soluble in nonpolar solvents instead.
  • Esters and Acetates: The acetate group often leads to increased solubility in organic solvents, such as ethyl acetate, because of its ability to participate in dipole interactions.

As a general rule, "like dissolves like", meaning that polar compounds tend to be soluble in polar solvents while nonpolar compounds favor nonpolar solvents. Given the structural complexity of this compound, experimental solubility data is essential for drawing definitive conclusions regarding its solubility behavior.

In summary, while the compound's specific solubility profile may not be readily available, a thorough understanding of its functional groups, molecular interactions, and environmental conditions will provide essential insights into its potential solubility in various media.

Interesting facts

Interesting Facts about 2-(9-Fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-1-methyl-2-oxo-ethyl Acetate

This complex compound represents an intriguing example of steroids and their derivatives, showcasing a unique molecular structure with numerous functional groups. Here are some interesting points about this compound:

  • Fluorination: The presence of the fluorine atom in its structure not only influences its chemical reactivity but can also enhance its biological activity, making it a vital component in pharmaceuticals.
  • Hydroxyl Groups: With two hydroxyl (–OH) groups, this compound may exhibit significant hydrogen bonding capabilities, leading to altered solubility and interactions with biological macromolecules.
  • Octahydro Structure: The octahydrocyclopenta[a]phenanthrene moiety contributes to a polycyclic arrangement that is often associated with steroid-like activity. This structural complexity often dictates the compound’s function in various biological systems.
  • Applications: Due to its steroid framework, this compound could potentially be explored for uses in medicine, particularly in the fields of endocrinology and oncology. Steroid derivatives are renowned for their ability to interact with hormone receptors.
  • Synthesis Potential: The intricate structure of this compound poses a fascinating challenge for synthetic chemists aiming to create similar analogs or to produce it via total synthesis routes.
  • Biological Relevance: Compounds of this nature are often studied for their therapeutic potential, including anti-inflammatory, anti-cancer, and hormone-regulating effects.

Overall, the study of 2-(9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-1-methyl-2-oxo-ethyl acetate not only enriches our understanding of steroid chemistry but also opens avenues for future research in drug development and synthetic organic chemistry.