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Dexamethasone

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Identification
Molecular formula
C22H29FO5
CAS number
50-02-2
IUPAC name
(6S,9R,16R)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, dexamethasone is typically found as a solid. It is often processed into tablets or creams for pharmaceutical uses.

Melting point (Celsius)
262.00
Melting point (Kelvin)
535.15
Boiling point (Celsius)
399.15
Boiling point (Kelvin)
672.30
General information
Molecular weight
392.46g/mol
Molar mass
392.4610g/mol
Density
1.3230g/cm3
Appearence

Dexamethasone appears as a white to practically white crystalline powder. It is odorless and is often used in a finely divided form for the preparation of various pharmaceutical formulations.

Comment on solubility

Solubility of (6S,9R,16R)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one

The solubility characteristics of this complex organic compound can be quite intriguing due to its unique structure. Understanding its solubility involves examining various factors:

  • Polarity: Given the presence of hydroxyl groups, such as the 11-hydroxy and 2-hydroxyacetyl moieties, the compound may exhibit some degree of polarity, which often enhances solubility in polar solvents like water.
  • Hydrophobic Regions: The multiple methyl groups contribute to the hydrophobicity of the molecule, suggesting that it may also have an affinity for nonpolar solvents. Thus, it might show increased solubility in organic solvents like ethanol or chloroform.
  • Influence of Structure: The intricate stereochemistry and multi-ring system could hinder or favor solubility depending on the solvent environment, making it essential to conduct experimental solubility tests.

In summary, the solubility of (6S,9R,16R)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one will likely:

  1. Exhibit measurable solubility in both polar and nonpolar solvents.
  2. Require careful consideration of solvent choice to optimize dissolution.

To truly determine its solubility, further experimentation is needed, which can reveal the striking balance between its polar and nonpolar features.

Interesting facts

Interesting Facts about (6S,9R,16R)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one

This compound, known for its complex structure and biological significance, represents an intriguing area of study within the realm of medicinal chemistry. Below are some fascinating insights into its properties and potential applications:

  • Steroidal Framework: The compound belongs to a class of steroids, which are key players in numerous biological processes, including the regulation of metabolism and immune response.
  • Fluorination Influence: The incorporation of fluorine atoms in its structure makes this compound unique, as fluorination can enhance biological activity and improve metabolic stability, influencing how the compound interacts with biological systems.
  • Hydroxyl Groups: The presence of hydroxyl groups in the molecule is known for imparting polar characteristics, which can impact the solubility and bioavailability of the compound, thus playing a pivotal role in drug design.
  • Potential Therapeutic Applications: Research on related compounds suggests that modifications similar to those in this molecule could lead to the development of therapeutics aimed at treating diseases such as cancer or hormonal disorders.
  • Complex Synthesis: The synthesis of compounds with such a sophisticated atomic arrangement often requires intricate chemical reactions and advanced techniques, making them a challenge yet a rewarding focus for chemists.

The exploration of (6S,9R,16R)-6,9-difluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one exemplifies the sophisticated intersection of structure, function, and synthetic methodology in chemistry. As we continue to unravel the complexities of such compounds, we move closer to unlocking their vast potential in various fields, including pharmaceuticals, agriculture, and beyond.

Synonyms
NS00002092