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Fluticasone Acetate

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Identification
Molecular formula
C24H31F3O6
CAS number
80474-14-2
IUPAC name
[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] acetate
State
State

At room temperature, Fluticasone Acetate is a solid, appearing as a fine white powder.

Melting point (Celsius)
256.50
Melting point (Kelvin)
529.60
Boiling point (Celsius)
110.00
Boiling point (Kelvin)
383.15
General information
Molecular weight
484.56g/mol
Molar mass
484.5580g/mol
Density
1.4900g/cm3
Appearence

Fluticasone Acetate is typically a white to practically white powder. It is odorless and is often used in a micronized form in various pharmaceutical formulations.

Comment on solubility

Solubility Characteristics

The solubility of the compound [(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopentaphenanthren-17-yl] acetate is influenced by multiple factors due to its complex structure.

General Solubility Insights

Typically, solubility can depend on:

  • Polarity: As a result of its functional groups, this compound may exhibit variable solubility in polar and non-polar solvents.
  • Hydrogen Bonding: The presence of hydroxyl groups can enhance solubility in aqueous solutions due to hydrogen bonding.
  • Hydrophobic Regions: The bulky hydrophobic segments of the molecule may hinder solubility in water, favoring organic solvents instead.

Expected Solubility Behavior

In practical terms, one might expect:

  • Moderate solubility in polar solvents like ethanol and methanol.
  • Lower solubility in non-polar solvents such as hexane or toluene.
  • The potential for solubility enhancement when ionic or polar components are added to the solvent system.

Ultimately, the specific solubility of this compound would likely require experimental determination due to the intricacies of its molecular architecture and the interplay of its various functional groups.

Interesting facts

Interesting Facts about the Compound

This complex molecule, recognized for its specific stereochemistry, plays a fascinating role in the study of biological systems and the development of pharmaceuticals. Here are some engaging details about this compound:

  • Stereochemistry: The presence of multiple chiral centers contributes to this compound's specific biological activity. Its particular 3D shape is crucial for its interactions in biological systems.
  • Fluorine Substitution: The incorporation of a fluorine atom can significantly enhance the pharmacological properties of the compound, often influencing its metabolism and binding affinity to biological targets.
  • Hydroxyl Groups: The hydroxyl (-OH) groups present in the structure are known for enhancing solubility and bioavailability, making the compound a potential candidate for therapeutic applications.
  • Cyclopenta[a]phenanthrenes: This compound belongs to a unique class of steroids derived from cyclopenta[a]phenanthrene, which are important in the study of endocrine function and various metabolic processes.
  • Potential Therapeutic Uses: Researchers are exploring the compound's potential in treating conditions like inflammation, hormonal imbalances, and certain cancers due to its intricate structure and biological activity.

As expressed by many scientists in the field, "the complexity of molecular architecture often leads to unexpected pharmacological profiles," indicating that this compound may offer promising avenues for further study and application in medicinal chemistry.

This compound serves as a prime example of how modifying natural steroid frameworks can lead to the discovery of novel therapeutic agents. Continued research in this area is essential, as the intricate balance of structure and function remains a cornerstone of drug development.

Synonyms
Dexamethasone 17-acetate
25122-35-4
Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11b,16a)-
SCHEMBL7547
FPVRUILUEYSIMD-RPRRAYFGSA-N
DTXSID101312885
DS-8042
[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] acetate
PD071664
Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-9-fluoro-11,21-dihydroxy-16-methyl-, (11|A,16|A)-
CS-0166352
D97735
Dexamethasone Acetate EP Impurity B (Dexamethasone Impurity
(1R,2R,3AS,3BS,9AS,9BR,10S,11AS)-9B-FLUORO-10-HYDROXY-1-(2-HYDROXYACETYL)-2,9A,11A-TRIMETHYL-7-OXO-2H,3H,3AH,3BH,4H,5H,10H,11H-CYCLOPENTA[A]PHENANTHREN-1-YL ACETATE
Pregna-1,4-diene-3,20-dione, 17-(acetyloxy)-9-fluoro-11,21-dihydroxy-16-methyl-, (11beta,16alpha)-