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Diflorasone

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Identification
Molecular formula
C22H28F2O5
CAS number
2557-49-5
IUPAC name
(6S,9R,11S,16R,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, diflorasone is a solid.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
494.46g/mol
Molar mass
494.5290g/mol
Density
1.4600g/cm3
Appearence

Diflorasone is typically a white to off-white crystalline powder.

Comment on solubility

Solubility Characteristics

The solubility of (6S,9R,11S,16R,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one is influenced by its complex structure and the presence of various functional groups. Here are several key points to note regarding its solubility:

  • Polar Functional Groups: The presence of hydroxyl (-OH) and hydroxyacetyl groups suggests that the compound may exhibit increased solubility in polar solvents such as water or alcohols due to hydrogen bonding.
  • Hydrophobic Regions: Conversely, the presence of multiple methyl groups and the decahydrocyclic structure indicates large hydrophobic regions that could lead to lower solubility in non-polar solvents.
  • Temperature Dependence: As with many organic compounds, solubility may increase with temperature, particularly in non-polar solvents, which can provide additional energy to break intermolecular forces.
  • pH Sensitivity: Given the presence of hydroxyl groups, the solubility may also be pH-dependent, potentially forming ionic species that can enhance solubility under specific conditions.

In summary, while the multifaceted nature of this compound suggests varying solubility in different solvents, it is likely to be soluble in polar environments while exhibiting limitations in strictly non-polar media. Understanding its solubility profile is essential for practical applications in pharmaceutical formulations and research.

Interesting facts

Interesting Facts about (6S,9R,11S,16R,17R)-6,9-Difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one

This complex compound belongs to a unique family of steroids and presents an intriguing structure that has garnered considerable interest among chemists and researchers. Here are some fascinating aspects to consider:

  • Fluorination Effects: The presence of fluorine atoms in the structure can significantly influence the compound's biological activity. Fluorine substituents often enhance the metabolic stability of pharmaceuticals, making them more effective as therapeutic agents.
  • Hydroxyl Groups: The two hydroxyl (–OH) groups in the compound contribute to its potential as a modulator of various biological pathways. Hydroxyl groups are known to increase solubility in biological systems, promoting more effective interaction with target proteins.
  • Complex Chiral Centers: With multiple stereocenters in its structure, this compound is not only a challenge to synthesize but also presents opportunities for studying stereochemistry in pharmaceutical development. Chiral compounds can exhibit different pharmacological effects, making this an area rich in exploration.
  • Potential Applications: Due to its structural characteristics, this compound could be investigated for various therapeutic applications, including as an anti-cancer or anti-inflammatory agent. Research into similar frameworks has yielded promising results.
  • Natural Product Inspirations: Many synthetic compounds draw inspiration from natural products that have similar frameworks. This compound could potentially mimic the action of naturally occurring steroids, presenting an exciting avenue for drug discovery.

In conclusion, the fascinating structural aspects of this compound combined with its potential biological implications make it a subject of great interest for both chemists and pharmacologists. As research progresses, it may unlock new pathways in therapeutic applications.