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Halobetasol propionate

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Identification
Molecular formula
C25H31FO5
CAS number
66852-54-8
IUPAC name
[2-[(6S,11S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] hexanoate
State
State
Halobetasol propionate is typically found as a solid at room temperature.
Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
406.00
Boiling point (Kelvin)
679.15
General information
Molecular weight
485.57g/mol
Molar mass
485.5670g/mol
Density
1.1700g/cm3
Appearence

Halobetasol propionate appears as a white to almost white crystalline powder. It is practically insoluble in water but soluble in acetone, dimethyl sulfoxide, and ethanol.

Comment on solubility

Solubility of 2-[(6S,11S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl hexanoate

The solubility of the compound 2-[(6S,11S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl hexanoate is influenced by several factors:

  • Polarity: The presence of hydroxyl groups generally increases solubility in polar solvents such as water.
  • Steric Hindrance: The complex structure of this compound can affect its ability to interact with solvent molecules.
  • Chain Length: The hexanoate moiety contributes to hydrophobicity, which may limit solubility in polar solvents.
  • pH Sensitivity: Solubility may vary significantly with changes in pH, especially due to functional groups capable of ionization.

In general, it can be anticipated that this compound would show differing solubility behaviors:

  1. Higher solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).
  2. Lower solubility in aqueous environments due to its hydrophobic characteristics.

As a summary, the solubility of 2-[(6S,11S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl hexanoate is multifaceted and should be carefully evaluated under various conditions, taking into account its complex structure and functional groups.

Interesting facts

Interesting Facts about 2-[(6S,11S,14S,16R,17R)-6-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl hexanoate

This intriguing compound, a derivative of a steroid-like framework, exhibits a unique blend of structural and functional characteristics that make it a subject of interest in the field of organic and medicinal chemistry. Here are some fascinating aspects:

  • Steroidogenesis Influence: Given its structural resemblance to steroids, it may play a role in influencing various biological pathways related to steroid hormones.
  • Fluorinated Functionality: The presence of a fluorine atom introduces interesting properties, such as enhanced metabolic stability and potential bioactivity, often sought after in drug design.
  • Hydroxyl Groups: The dihydroxy functional groups exhibit significant interactions, which can enhance molecular recognition in biological systems.
  • Complexity in Synthesis: The synthesis of this compound showcases the art of organic chemistry, often requiring advanced techniques to achieve the desired stereochemistry and functionalization.

As a compound in the realm of bioactive molecules, its study could lead to a deeper understanding of the interactions between synthetic compounds and biological systems. It’s noteworthy that molecules like this one serve as crucial intermediates in the development of therapeutics, underpinning the importance of structure-activity relationships.

In the words of chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This compound stands as a testament to the profound creativity inherent in chemical design and the pursuit of innovative solutions to health challenges.

Moreover, the nuanced nature of its multi-functional groups paves the way for explorations into its potential applications in drug formulation and development. The interplay of its various components not only underscores the complexity of organic chemistry but also highlights the endless possibilities that lie within molecular research.