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Triamcinolone acetonide

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Identification
Molecular formula
C24H31FO6
CAS number
76-25-5
IUPAC name
(4R,8S,10R)-8-acetyl-10-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
State
State

At room temperature, Triamcinolone acetonide is a solid. It is commonly available in the form of a cream, ointment, or an injectable suspension for medical use.

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
434.50g/mol
Molar mass
434.4970g/mol
Density
1.2500g/cm3
Appearence

Triamcinolone acetonide is a white or almost white crystalline powder. It is practically odorless and has a slightly bitter taste.

Comment on solubility

Solubility of (4R,8S,10R)-8-acetyl-10-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

The solubility of the compound (4R,8S,10R)-8-acetyl-10-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one is noteworthy due to its intricate structure and functional groups. Here are several important considerations regarding its solubility:

  • Polarity: The presence of hydroxyl (-OH) groups often enhances solubility in polar solvents, such as water, while the hydrocarbon chains may lend some non-polar characteristics.
  • Solvent Interaction: This compound is likely to dissolve better in polar aprotic solvents (e.g., DMSO, acetone) compared to non-polar solvents due to the balance of polar and non-polar regions.
  • Hydrogen Bonding: The hydroxyl group plays a crucial role in hydrogen bonding, which could further increase solubility in polar environments.
  • Temperature Influence: As with many organic compounds, an increase in temperature generally enhances solubility, allowing for a greater solvation effect.
  • Concentration Limitations: The solubility may be limited; exceeding certain concentrations in solution could lead to precipitation of the compound.

In conclusion, the solubility of this compound is a complex interplay of structural features and solvent characteristics. It's essential to consider these factors when attempting to dissolve it for practical applications or synthesis.

Interesting facts

Interesting Facts about (4R,8S,10R)-8-acetyl-10-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

This complex organic compound belongs to a class of molecules known as fluorinated compounds, which often exhibit unique chemical properties due to the presence of fluorine atoms. Some interesting facts include:

  • Biological Significance: Compounds like this one are often studied for their potential biological activities, especially in the pharmaceutical industry. The presence of various functional groups suggests that it may exhibit interesting biochemical interactions.
  • Synthetic Pathways: The synthesis of such complex molecules typically involves intricate organic reactions, which may include multi-step synthesis and the use of specific catalysts to ensure selectivity and yield.
  • Structural Complexity: The pentacyclic structure represents a notable architectural feat in organic chemistry, revealing how nature often combines multiple rings into a single molecule for functionality.
  • Fluorine's Role: The incorporation of fluorine can significantly alter the compound's properties, such as increasing its lipophilicity, which can enhance its ability to penetrate biological membranes.
  • Research Relevance: Analogs of this compound may be investigated for their potential as lead compounds in drug discovery, showing how structural modification can yield analogs with improved activity.

In summary, this molecule is emblematic of the intersection of complexity and functionality in organic chemistry, providing valuable insight into the design of novel therapeutic agents. As a chemist, one can appreciate the challenge and beauty in crafting such intricate structures that may one day contribute to advancements in medicine.