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Budesonide

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Identification
Molecular formula
C25H34BrF2O6
CAS number
51333-22-3
IUPAC name
[2-(17-acetoxy-2-bromo-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate
State
State

At room temperature, Budesonide is typically a solid in crystalline powder form. It is used in various pharmaceutical formulations, including inhalers and nasal sprays, due to its potent anti-inflammatory properties.

Melting point (Celsius)
224.00
Melting point (Kelvin)
497.15
Boiling point (Celsius)
318.30
Boiling point (Kelvin)
591.45
General information
Molecular weight
430.54g/mol
Molar mass
430.5380g/mol
Density
1.2950g/cm3
Appearence

Budesonide typically appears as a white to off-white crystalline powder. It is practically insoluble in water, slightly soluble in methanol, and freely soluble in ethanol and chloroform. The solid form is used in various inhalable or ingestible medications.

Comment on solubility

Solubility of [2-(17-acetoxy-2-bromo-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate

This compound, with the formula C25H34BrF2O6, displays unique solubility characteristics influenced by its complex structure and functional groups. The solubility of this compound can be described as follows:

  • Polar Functional Groups: The presence of hydroxyl (–OH) and acetoxy (–OCOCH3) groups may enhance solubility in polar solvents such as water and alcohols.
  • Nonpolar Regions: The hydrophobic cyclopenta[a]phenanthrene moiety contributes to solubility challenges in aqueous environments, suggesting a tendency towards solubility in nonpolar solvents like chloroform or hexane.
  • Halogen Substitution: The bromo and difluoro substitutions introduce additional polarity and electronegativity, potentially affecting solvation dynamics and interactions with various solvents.
  • Temperature and pH Influence: The solubility may vary with temperature changes and may exhibit pH-dependent behavior, especially in more complex biological or chemical environments.

In summary, the solubility of [2-(17-acetoxy-2-bromo-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] acetate is a delicate balance of its polar and nonpolar characteristics. As one might contend, "the more complex the structure, the more intriguing the solubility profile." Understanding these solubility traits is crucial for applications in pharmaceuticals and materials science.

Interesting facts

Interesting Facts about 2-(17-acetoxy-2-bromo-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl acetate

This compound is a fascinating example of complex organic chemistry, showcasing the multifaceted nature of steroid-like molecules. One of the key aspects of this compound is its ability to influence biological systems, similar to hormones. Here are some intriguing facts:

  • Structural Diversity: The presence of diverse functional groups, such as acetoxy, bromo, and difluoro groups, indicates its potential versatility in synthetic applications and biological activity.
  • Fluorinated Compounds: The inclusion of fluorine atoms often enhances the stability and lipophilicity of organic molecules, which can influence how they interact with biological membranes.
  • Potential Therapeutic Applications: Due to its structural similarities with corticosteroids, this compound may have applications in medicinal chemistry, potentially acting as an anti-inflammatory or immunosuppressive agent.
  • Cyclopenta[a]phenanthrene Core: The unique cyclopenta[a]phenanthrene structure is a polycyclic framework that is often associated with bioactive compounds, making it a target of interest for drug discovery.
  • Hydroxyl Groups: The presence of a hydroxyl group can significantly enhance hydrogen bonding, potentially improving the compound's pharmacokinetic properties.

In summary, the structural sophistication of this compound holds promise for both experimental chemistry and medicinal applications. As researchers explore the interactions of such compounds in biological systems, they pave the way for advancements in therapeutics and molecular science.

Synonyms
2-Bromo-6beta,9-difluoro-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 17,21-di(acetate)
SCHEMBL25317
DTXSID80872040
2-bromo-6,9-difluoro-11-hydroxy-3,20-dioxopregna-1,4-diene-17,21-diyl diacetate