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Fluticasone propionate

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Identification
Molecular formula
C25H31ClFNO5
CAS number
80474-14-2
IUPAC name
[17-(2-chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
State
State

At room temperature, fluticasone propionate is in the solid state, typically found as a powder.

Melting point (Celsius)
273.50
Melting point (Kelvin)
546.65
Boiling point (Celsius)
613.00
Boiling point (Kelvin)
886.15
General information
Molecular weight
500.57g/mol
Molar mass
500.5730g/mol
Density
1.2205g/cm3
Appearence

Fluticasone propionate is a white to off-white crystalline powder. It is odorless and has practically no taste. The compound is poorly soluble in water but soluble in dimethyl sulfoxide and dimethylformamide.

Comment on solubility

Solubility of 17-(2-chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl propanoate (C25H31ClFNO5)

The solubility of 17-(2-chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl propanoate can be considered in several key aspects:

  • Polarity: The presence of functional groups such as the chloroacetyl and hydroxy groups tend to increase polarity, which generally leads to increased solubility in polar solvents.
  • Solvent Compatibility: This compound could show better solubility in organic solvents like ethanol and acetone compared to water due to its larger hydrophobic hydrocarbon portion.
  • Temperature Dependence: As with many organic compounds, solubility may improve with an increase in temperature, potentially allowing for more effective dissolution in suitable solvents.
  • Molecular Complexity: The complex structure with multiple functional groups can affect solubility dynamics, making it crucial to test solubility experimentally for concrete conclusions.

In summary, while theoretical considerations can suggest trends in solubility, the ultimate behavior of C25H31ClFNO5 requires empirical investigation to fully understand its solubility profile.

Interesting facts

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

This compound is a fascinating example of a synthetic steroid derivative, offering insights into the intersection of medicinal chemistry and biochemistry. Often noted for its complex structure, it incorporates elements that enhance biological activity and therapeutic potential.

Key Attributes:

  • Synthetic Origins: This compound is synthesized through advanced organic reactions, showcasing the ingenuity of chemical synthesis.
  • Fluorine Incorporation: The presence of fluorine (specifically at position 9) is significant; it can modify the compound's metabolic stability and biological activity, making it more effective in therapeutic applications.
  • Role in Medicine: Compounds like this one are often investigated for their potential as anti-inflammatory agents or steroidal therapies, highlighting their importance in drug development.
  • Chlorine at Position 2: The chloroacetyl group adds a layer of chemical reactivity that can influence pharmacokinetics, making this compound a subject of interest in medicinal chemistry research.

Additionally, this compound exemplifies the delicate balance between structure and function in chemical compounds, where small changes in molecular structure can lead to significant variations in biological activity. Scientists are continually exploring such compounds for novel therapeutic avenues, as they bring new hope in treating various conditions.

In conclusion, the study of 17-(2-chloroacetyl)-9-fluoro-11-hydroxy... propanoate not only enhances our understanding of complex steroid derivatives but also opens doors to innovative drug design and development strategies.

Synonyms
21-Chloro-9-fluoro-11b-hydroxy-16a-methyl-3,20-dioxopregna-1,4-diene-17-yl propanoate
SCHEMBL445257
DTXSID70860330
AKOS030228777
[17-(2-chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
LS-15123
21-chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate