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Fluticasone

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Identification
Molecular formula
C22H27F1O10
CAS number
90566-53-3
IUPAC name
4-[2-[(2S,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-ethoxy]-2,3-dihydroxy-4-oxo-butanoic acid
State
State

Fluticasone is a solid at room temperature, often handled as a fine powder. It is utilized in both topical and inhalation forms, where it manifests as a suspension or a fine mist for ease of application.

Melting point (Celsius)
274.50
Melting point (Kelvin)
547.65
Boiling point (Celsius)
890.00
Boiling point (Kelvin)
1 163.15
General information
Molecular weight
500.58g/mol
Molar mass
500.5750g/mol
Density
1.3367g/cm3
Appearence

Fluticasone is typically a white to off-white powder. It exhibits crystalline properties when observed under a microscope and is generally odorless.

Comment on solubility

Solubility Overview

The solubility of the complex compound 4-[2-[(2S,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-ethoxy]-2,3-dihydroxy-4-oxo-butanoic acid can present unique challenges and opportunities for applications across various fields.

Factors Influencing Solubility

Several factors affect the solubility of this compound:

  • Molecular Structure: The presence of multiple functional groups such as hydroxyl and oxo groups can significantly enhance solubility in polar solvents due to hydrogen bonding.
  • Polarity: As a polyfunctional compound, it likely has polar characteristics, which may favor solubility in water.
  • Conformation: The specific stereochemistry of the compound can affect its ability to interact with solvents, influencing solubility.

Solvent Compatibility

Given its complex structure, this compound may exhibit differing solubility profiles depending on the solvent used:

  • In water: Likely soluble due to polar groups promoting interactions.
  • In organic solvents: Solubility may vary, especially with non-polar solvents where interactions are less favorable.

Practical Implications

Understanding its solubility characteristics is crucial for its application in fields such as:

  • Pharmaceuticals: Solubility influences bioavailability and drug formulation.
  • Biochemistry: Its behavior in biological systems must be assessed for efficacy and safety.

In summary, the solubility of this intricate compound is dictated by its molecular architecture, functional groups, and the chosen solvent, making it a fascinating subject for further research and application development.

Interesting facts

Interesting Facts About 4-[2-[(2S,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-ethoxy]-2,3-dihydroxy-4-oxo-butanoic acid

This fascinating compound belongs to the class of complex organic molecules that feature multiple functional groups and stereocenters, making it a prime candidate for study in medicinal chemistry. Here are some intriguing aspects to consider:

  • Biological Significance: Compounds with similar structures often exhibit unique biological activities. They may interact with specific receptors or enzymes, presenting potential therapeutic avenues in drug development.
  • Structural Complexity: Boasting a pentacyclic structure, this compound exemplifies the intricate architecture of many natural products, which typically contribute to their biological activity.
  • Stereochemistry: The presence of multiple stereocenters indicates that the compound can exist in various stereoisomeric forms, each potentially possessing different biological properties. This underscores the importance of stereochemistry in pharmacodynamics and pharmacokinetics.
  • Fluorine Substitution: The introduction of fluorine is a common strategy in medicinal chemistry, often increasing a compound's metabolic stability and enhancing binding affinity for biological targets.
  • Historical Context: Compounds like this are reminiscent of naturally occurring substances, often inspiring synthetic analogs that mimic their beneficial effects in treating diseases.

In essence, 4-[2-[(2S,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-ethoxy]-2,3-dihydroxy-4-oxo-butanoic acid encapsulates a myriad of exciting characteristics that pave the way for innovative research and potential therapeutic advancements. As scientists continue to explore the realm of complex organic compounds, the journey to decode their mechanisms and applications in medicine remains as thrilling as it is vital.