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Dexamethasone

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Identification
Molecular formula
C22H29FO5
CAS number
50-02-2
IUPAC name
(8S,9R,10S,13S,14S,17S)-9-fluoro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
State
State

At room temperature, dexamethasone is typically found in a solid state. It is usually supplied in powder form for further formulation into pharmaceutical products.

Melting point (Celsius)
262.00
Melting point (Kelvin)
535.15
Boiling point (Celsius)
570.00
Boiling point (Kelvin)
843.15
General information
Molecular weight
392.47g/mol
Molar mass
392.4650g/mol
Density
1.2600g/cm3
Appearence

Dexamethasone is commonly available as a white to practically white, odorless, crystalline powder. It is often used in medication and can be found in either pure form or as part of bait formulations.

Comment on solubility

Solubility of (8S,9R,10S,13S,14S,17S)-9-fluoro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

The solubility of the compound (8S,9R,10S,13S,14S,17S)-9-fluoro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione can be significantly influenced by various factors, including chemical structure, polarity, and solvent choice. Here are some key considerations:

  • Polarity: The presence of functional groups, such as the hydroxy (-OH) group, imparts a level of polarity to the molecule, potentially increasing its solubility in polar solvents.
  • Hydrophobic regions: The extensive hydrocarbon framework of the compound may lead to reduced solubility in polar solvents, as the hydrophobic regions generally prefer non-polar environments.
  • Solvent interaction: This compound may exhibit differential solubility in various solvents, making it crucial to conduct solubility tests in both polar and non-polar solvents to fully understand its behavior.
  • Crystallinity: The crystalline structure of the compound can also play a critical role in its solubility; lower crystallinity often corresponds to higher solubility.

Overall, the solubility of this compound is likely to be moderate and highly dependent on the solvent system used. Conducting an array of solubility tests will yield the most accurate understanding of how this compound behaves in different environments.

Interesting facts

Interesting Facts about (8S,9R,10S,13S,14S,17S)-9-fluoro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

This compound, with its complex structure and unique functional groups, is a prime example of the intricate world of organic chemistry. Here are some fascinating insights into this molecule:

  • Stereochemistry: The designation of stereocenters (S and R configurations) highlights the importance of chirality in biological activity. This particular arrangement greatly influences how the compound interacts with biological systems.
  • Fluorine Substitution: The presence of a fluorine atom can enhance the compound’s biological activity and stability. Fluorine’s electronegativity often leads to increased potency in pharmaceutical applications.
  • Hydroxyl Group: The hydroxy group (-OH) at the 17-position plays a pivotal role in solubility and reactivity, increasing the potential for intermolecular hydrogen bonding.
  • Biological Relevance: Many compounds of similar bulky structures are investigated for their potential therapeutic effects, especially in areas such as cancer treatment, due to their ability to mimic natural hormones.
  • Complex Cyclopentane Structure: The cyclopenta[a]phenanthrene core is notable for its fused ring system, which can lead to interesting electronic and steric properties, influencing both behavior and interaction in chemical reactions.
  • Research Interest: This compound is of interest in medicinal chemistry and drug design, where scientists seek to develop analogs with improved efficacy and reduced side effects.

In summary, the unique structural features of this compound lend it significant utility and interest within the field of chemistry. Its intricate stereochemistry and functional groups mirror the complexity of biological interactions, making it a valuable subject of study for chemists and pharmacologists alike.

Synonyms
9-Fluoro-17-methyl-11-oxotestosterone
465-69-0
Testosterone, 9-fluoro-17-methyl-11-oxo-
U-6596
9 alpha-fluoro-11-keto-17 alpha-methyltestosterone
CHEMBL406406
CHEBI:34510
0083BRI2A7
NSC-12178
NSC 12178
BRN 3163272
OXOFLUOXYMESTERONE
KETOFLUOXYMESTERONE
9alpha-Fluoro-17alpha-methyl-17-hydroxy-4-androstene-3,11-dione
Androst-4-ene-3,11-dione, 9-fluoro-17beta-hydroxy-17-methyl-
9-alpha-Fluoro-17-alpha-methyl-17-hydroxy-4-androstene-3,11-dione
UNII-0083BRI2A7
DTXSID90196860
NSC12178
BDBM50423517
ANDROST-4-ENE-3,11-DIONE, 9-FLUORO-17-beta-HYDROXY-17-METHYL-
(8S,9R,10S,13S,14S,17S)-9-fluoro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
U 6596
9-FLUORO-17-METHYL-11-OXO-TESTOSTERONE
Q27116121
Androst-4-ene-3, 9-fluoro-17.beta.-hydroxy-17-methyl-
9.ALPHA.-FLUORO-17.ALPHA.-METHYL-11-KETOTESTOSTERONE
Androst-4-ene-3, 9-fluoro-17-hydroxy-17-methyl-, (17.beta.)-
Androst-4-ene-3,11-dione, 9-fluoro-17.beta.-hydroxy-17-methyl-
11-FLUORO-17.BETA.-HYDROXY-17-METHYLANDROST-4-ENE-3,11-DIONE
9alpha-Fluoro-17beta-hydroxy-17alpha-methylandrost-4-ene-3,11-dione
Androst-4-ene-3,11-dione, 9-fluoro-17-hydroxy-17-methyl-, (17.beta.)-
9.ALPHA.-FLUORO-17.BETA.-HYDROXY-17.ALPHA.-METHYLANDROST-4-ENE-3,11-DIONE