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Fluticasone propionate

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Identification
Molecular formula
C25H31F3O5S
CAS number
80474-14-2
IUPAC name
[2-[(4R,8S,11S,12R)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl] dihydrogen phosphate
State
State
At room temperature, fluticasone propionate is a solid. It is usually administered as a topical cream or inhalation aerosol.
Melting point (Celsius)
273.30
Melting point (Kelvin)
546.30
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.00
General information
Molecular weight
500.56g/mol
Molar mass
500.5580g/mol
Density
1.4900g/cm3
Appearence

Fluticasone propionate appears as a white to off-white powder. It is known for being odorless.

Comment on solubility

Solubility of 2-[(4R,8S,11S,12R)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl] dihydrogen phosphate

When it comes to solubility, this compound exhibits interesting characteristics dictated by its complex structure. The solubility can typically be influenced by several factors, including:

  • Polarity: The presence of the dihydrogen phosphate group indicates a degree of polarity, which usually favors solubility in polar solvents like water.
  • Functional Groups: The inclusion of hydroxyl and phosphate groups can enhance solubility due to their ability to form hydrogen bonds with water molecules.
  • Hydrophobic Regions: However, the bulky hydrocarbon segments may introduce hydrophobic characteristics that can hinder solubility in aqueous environments.
  • pH Sensitivity: The solubility may also be pH-dependent, as phosphate groups can behave differently in acidic or alkaline conditions.

In summary, while the dihydrogen phosphate moiety generally promotes solubility in aqueous solutions, the overall solubility of this compound may vary significantly based on its environmental context. Thus, it's important to consider not only the functional groups present but also the surrounding conditions for a comprehensive understanding. As noted in solubility studies, "A compound's structure is a key determiner of its solubility properties," highlighting the intricate balance between hydrophilic and hydrophobic forces at play.

Interesting facts

Interesting Facts about 2-[(4R,8S,11S,12R)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl dihydrogen phosphate

This intriguing compound is notable for its complex structure and potential biological significance. It is a derivative of a natural product that highlights the interplay between synthetic chemistry and pharmacology.

Chemical Characteristics

  • Fluorine Substitution: The presence of fluorine can significantly enhance the pharmacological properties, often increasing the compound's lipophilicity, which may improve membrane permeability.
  • Hydroxy Group: The hydroxy group adds to its reactivity, potentially making it an attractive candidate for various chemical reactions.
  • Phosphate moiety: The inclusion of a phosphate group can enhance the molecule's bioactivity, especially in biological systems where phosphates play essential roles in metabolic pathways.

Applications and Implications

Given its structure, this compound may have implications in several fields:

  • Pharmaceuticals: Compounds with similar structural characteristics are often explored for development as therapeutic agents.
  • Biochemistry: Understanding how such compounds interact with biological systems can lead to advancements in targeting specific pathways.
  • Material Science: Its unique properties could also be leveraged in creating new materials with desirable performance characteristics.

Quote from the Field

As noted by chemists in the field, "Structure often dictates function, and this compound is a perfect example of how intricate molecular design can lead to significant biological activity."

Whether as a target for synthesis or a subject of study in understanding complex biological interactions, this compound represents the fascinating possibilities that emerge from the intersection of chemistry and biology.