Skip to main content

Dexamethasone

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

At room temperature, dexamethasone is solid, specifically in a crystalline powder form, which is suitable for pharmaceutical manufacturing and compounding.

Melting point (Celsius)
262.00
Melting point (Kelvin)
535.15
Boiling point (Celsius)
568.00
Boiling point (Kelvin)
841.15
General information
Molecular weight
392.46g/mol
Molar mass
392.4640g/mol
Density
1.4280g/cm3
Appearence

Dexamethasone appears as a white or almost white crystalline powder. It is odorless and is commonly used in its crystalline form for various pharmaceutical applications.

Comment on solubility

Solubility of 6-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one

The solubility of the compound with the formula C22H29FO5 can be quite intriguing. Due to its complex structure, it exhibits a range of solubility characteristics in various solvents. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups (–OH) and a fluorine atom often enhances polarity, which may increase solubility in polar solvents such as water or ethanol.
  • Hydrophobic Regions: The sterically hindering cyclopenta[a]phenanthrene moiety may lower solubility in highly polar solvents, indicating potential incompatibility with them.
  • Solvent Interactions: The compound may exhibit better solubility in organic solvents like dimethyl sulfoxide (DMSO) or ethanol, as the non-polar segments can interact favorably with these solvents.
  • Temperature Dependence: Solubility can be significantly affected by temperature, suggesting that higher temperatures might enhance dissolution.

In summary, while the compound may have specific solubility characteristics based on its functional groups and structure, empirical testing is critical to accurately determine its solubility profile, especially in various solvent systems. As highlighted, understanding solubility is key to its potential applications.

Interesting facts

Interesting Facts About 6-Fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one

This compound, commonly referred to in scientific literature as a derivative of a steroid, showcases remarkable structural features that contribute to its biological activity.

Biological Significance

The presence of the fluoro group at the 6-position is notable as it enhances the compound's potency. This modification can lead to increased receptor binding affinity, which is crucial in therapeutic applications, particularly in:

  • Anti-inflammatory treatments
  • Hormonal therapies
  • Cancer research

Chemical Modifications

Within its structure, the compound integrates various functional groups, including:

  • Hydroxy groups: These contribute to the compound's solubility and reactivity.
  • A ketone group: This can play a vital role in its metabolic pathways.

Such modifications are often strategically employed in medicinal chemistry to optimize the desired biological effects while minimizing side effects.

Analytical Methods

Researchers often utilize advanced analytical techniques to study compounds like this one, including:

  • Nuclear Magnetic Resonance (NMR): For structural elucidation.
  • Mass Spectrometry (MS): To determine molecular weight and structure.
  • Chromatography: For purification and separation.

Research and Development

Ongoing investigations into this compound's pharmacological properties highlight its potential in:

  • Drug discovery: Identifying new therapeutic agents.
  • Molecular modeling: Predicting interactions within biological systems.

As a scientist or a chemistry student, exploring such diversified chemical entities enhances not only our understanding of organic chemistry but also opens doors to novel therapeutic avenues.

Synonyms
6.alpha.-Fluoroprednisolone
Prednisolone, 6.alpha.-fluoro-
B 673
Corticosterone, 1-dehydro-6.alpha.-fluoro-
CHEMBL4748027
MYYIMZRZXIQBGI-UHFFFAOYSA-N
Pregna-1,4-diene-3,20-dione, 6-fluoro-11,17,21-trihydroxy-, (6.alpha.,11.beta.)-
NS00040602
6.alpha.-Fluoro-11.beta.,17,21-trihydroxypregna-1,4-diene-3,20-dione
(6.alpha.,11.beta.)-6-Fluoro-11,17,21-trihydroxypregna-1,4-diene-3,20-dione
6-Fluoro-11,17,21-trihydroxypregna-1,4-diene-3,20-dione, , (6.alpha.,11.beta.)- #
Pregna-1,4-diene-3,20-dione, 6.alpha.-fluoro-11.beta.,17,21-trihydroxy-