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Fluocinolone acetonide

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Identification
Molecular formula
C24H30ClFO6
CAS number
67-73-2
IUPAC name
(9R,17R)-17-(2-chloroacetyl)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, Fluocinolone acetonide is in a solid state, specifically in crystalline powder form. It is stable under standard conditions and needs proper handling to maintain its efficacy in pharmaceutical formulations.

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.15
Boiling point (Celsius)
538.70
Boiling point (Kelvin)
811.85
General information
Molecular weight
452.50g/mol
Molar mass
452.4970g/mol
Density
1.4000g/cm3
Appearence

Fluocinolone acetonide is typically found as a white to off-white crystalline powder. It has a relatively fine consistency and is often used in formulations such as creams, lotions, and ointments for its medicinal properties. The crystalline structure might appear slightly opaque but is generally not glossed or shiny.

Comment on solubility

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

The solubility characteristics of this complex organic compound can be intriguing due to its unique structure. Understanding solubility is essential, as it impacts various applications in pharmaceutical and chemical industries. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups (-OH) typically enhances water solubility due to their ability to form hydrogen bonds.
  • Hydrophobic regions: The fluoro and chloro substituents may introduce hydrophobic characteristics, which can hinder solubility in polar solvents like water.
  • Solvent compatibility: This compound may exhibit higher solubility in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO), compared to aqueous environments.
  • pH influence: The solubility may be pH-dependent, particularly for the hydroxyl groups, which could be protonated or deprotonated depending on the solution's acidity.

In summary, while the hydroxyl groups may point toward increased solubility in polar solvents, the overall hydrophobic characteristics due to the fluoro and chloro atoms could limit solubility in water. Therefore, understanding the interactions between solvent and solute is crucial for effectively utilizing this compound in various applications.

Interesting facts

Interesting Facts about (9R,17R)-17-(2-Chloroacetyl)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

This complex compound is predominantly known in pharmaceutical chemistry, particularly due to its structural relationships with various hormone-derived compounds. Here are some noteworthy points about this intriguing molecule:

  • Structural Complexity: The compound possesses a highly intricate structure, featuring numerous functional groups, including hydroxyl and chloracetyl functionalities. This complexity plays a vital role in determining its biological activity.
  • Fluorine Influence: The presence of the fluoro group is interesting, as fluorine atoms can significantly enhance the biological potency of organic molecules. They can alter factors such as lipophilicity and metabolic stability, making compounds more effective as drugs.
  • Hydroxyl Groups: With two hydroxyl (-OH) groups, the compound has potential interactions with biological receptors, enabling it to exhibit varying biochemical activities. Hydroxyl groups tend to increase solubility and can affect hydrogen bonding in biochemical processes.
  • Derived from Nature: The base structure of this molecule has roots in natural products, specifically those resembling steroid frameworks. Compounds like these are often part of medicinal formulations derived from hormones.
  • Potential Applications: Given its structure, this compound is of interest in the development of pharmaceuticals, particularly those targeting hormonal pathways or exhibiting anti-cancer properties.

As a scientist or chemistry student, studying this compound can provide insights into the design and function of synthetic analogs in drug discovery. Moreover, examining the interaction and functionality of various substituents can lead to innovative approaches in medicinal chemistry.

In summary, the elaborate molecular architecture combined with the strategic placement of functional groups makes this compound a fascinating subject of study for future therapeutic advancements.

Synonyms
NCGC00164580-01
SCHEMBL1651129
NS00001385