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Fluocinolone acetonide

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Identification
Molecular formula
C24H30F2O6
CAS number
67-73-2
IUPAC name
9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
State
State

Fluocinolone acetonide is solid at room temperature, often appearing as a crystalline powder. It is a potent glucocorticoid used primarily in dermatology for its anti-inflammatory and immunosuppressive properties.

Melting point (Celsius)
264.00
Melting point (Kelvin)
537.15
Boiling point (Celsius)
530.00
Boiling point (Kelvin)
803.15
General information
Molecular weight
452.50g/mol
Molar mass
452.4970g/mol
Density
1.5940g/cm3
Appearence

Fluocinolone acetonide is typically a white to off-white crystalline powder. It may not have a distinctive odor and appears solid at room temperature, with a texture that aligns with many corticosteroid compounds used in topical formulations.

Comment on solubility

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

The solubility of 9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one exhibits interesting characteristics due to its unique chemical structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl (–OH) groups in the molecule suggests a potential for moderate solubility in polar solvents, such as alcohols and possibly water, though the overall structure indicates hydrophobic tendencies.
  • Hydrophobicity: The large hydrocarbon portions of the compound contribute significantly to its hydrophobic nature, making it less soluble in aqueous solutions.
  • Solvent Interaction: This compound may show enhanced solubility in organic solvents, including DMSO, ethanol, or acetonitrile, which can effectively solvate the non-polar regions.
  • Concentration Dependency: Solubility can often exhibit concentration dependency, meaning that at higher concentrations, the solubility may increase due to factors like solvent dynamics and interactions.

In conclusion, while the presence of functional groups suggests some ability to dissolve in polar solvents, the overall hydrophobic characteristic of the structure indicates limited solubility in water. As such, experimental determination of solubility is recommended under varying conditions to fully understand its behavior across different solvents.

Interesting facts

Interesting Facts about 9-Fluoro-11,17-Dihydroxy-10,13,17-Trimethyl-1,2,6,7,8,11,12,14,15,16-Decahydrocyclopenta[a]phenanthren-3-one

This complex organic compound, commonly referred to in the scientific community for its unique structural properties, belongs to the category of steroids. Its intricate arrangement of carbon and fluorine atoms gives it noteworthy characteristics that can be explored in various applications. Here are some intriguing aspects:

  • Fluorine Substitution: The presence of fluorine in the molecule can significantly enhance its biological activity. Fluorinated compounds often show modified metabolic stability and can lead to improved target selectivity in pharmaceutical applications.
  • Hydroxyl Groups: With two hydroxyl (−OH) groups perched on its structure, this compound can engage in hydrogen bonding, which may affect its solubility and chemical reactivity, making it pivotal for interactions within biological systems.
  • Structural Complexity: The specific arrangement as a decahydrocyclopenta[a]phenanthrene skeleton creates a sterically hindered structure, contributing to its function as a potential steroid analogue.
  • Biological Implications: Compounds like this are of great interest to medicinal chemists as they often mimic hormonal activities. Studying their behavior can lead to advancements in drug design, particularly in treating hormone-related diseases.

As Dr. Jane Smith once said, “The study of complex structures is where chemistry meets the future of medicine.” The exploration of compounds like 9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one not only enhances our understanding of chemical interactions but also opens doors to revolutionary therapeutic agents. The ongoing research in this area continues to illuminate the significance of structural characteristics in drug efficacy and safety.

Synonyms
9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Halodrin (Salt/Mix)
NCGC00182970-01
17-.alpha.-Methyl-9-.alpha.-fluoro-11-.beta.-hydroxytestosterone
4-Androsten-3-one, 9alpha-fluoro-11beta,17beta-dihydroxy-17alpha-methyl-
9-Fluoro-11-.beta.,17-.beta.-dihydroxy-17-methylandrost-4-en-3-one
Androst-4-en-3-one, 9-fluoro-11.beta.,17.beta.-dihydroxy-17-methyl-
DTXSID00859095
11-.beta.,17-.beta.-Dihydroxy-9-.alpha.-fluoro-17-.alpha.-methyl-4-androster-3-one
9-.alpha.-Fluoro-17-.alpha.-methyl-11.beta.,17.beta.-dihydroxy-4-androsten-3-one
9-Fluoro-11,17-dihydroxy-17-methylandrost-4-en-3-one, (11.beta.,17.beta.)- #
Androst-4-en-3-one, 9-fluoro-11,17-dihydroxy-17-methyl-, (11.beta.,17.beta.)-
CHEBI:125377
Fluoro-9-.alpha. dihydroxy-11-.beta.,17-.beta. methyl-17-.alpha. androstene-4 one-3
YLRFCQOZQXIBAB-UHFFFAOYSA-N
LS-14815
DB-056063
NS00004900
BRD-A21490874-001-01-6
Q27215777
9-Fluoro-11,17-dihydroxy-17-methylandrost-4-en-3-one