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Budesonide

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Identification
Molecular formula
C25H34O6
CAS number
51333-22-3
IUPAC name
[2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate
State
State

At room temperature, budesonide is typically in a solid state as a crystalline powder. This physical state enables its use in various formulations such as inhalers, nasal sprays, and tablets for clinical applications.

Melting point (Celsius)
224.00
Melting point (Kelvin)
497.15
Boiling point (Celsius)
410.20
Boiling point (Kelvin)
683.35
General information
Molecular weight
430.53g/mol
Molar mass
430.5330g/mol
Density
1.2280g/cm3
Appearence

Budesonide appears as a white to off-white crystalline powder. It is practically insoluble in water but freely soluble in chloroform and sparingly soluble in ethanol and in acetone. Its crystalline form is often obtained for applications in various pharmaceutical formulations.

Comment on solubility

Solubility of [2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate

The solubility characteristics of the compound [2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate can be quite complex due to its intricate structure, which features multiple functional groups and a highly substituted hydrocarbon framework.

Generally speaking, the solubility of such compounds can be influenced by several factors:

  • Polarity: The presence of polar functional groups, such as the acetate and hydroxyl (-OH) moieties, typically enhances solubility in polar solvents, especially in water.
  • Hydrogen Bonding: The hydroxyl group is capable of forming hydrogen bonds, potentially increasing solubility in protic solvents.
  • Hydrophobic Regions: The extensive hydrocarbon framework may introduce significant hydrophobic characteristics, which can limit solubility in polar solvents but favor solubility in non-polar solvents.
  • Temperature Dependence: Solubility often increases with rising temperature, so solutions may become more concentrated when heated.

The compound's solubility profile is likely to be solvent-dependent, illustrating how critical the medium is for dissolution. While it may dissolve readily in organic solvents such as dichloromethane or chloroform, its solubility in water might be limited due to the competing hydrophobic interactions of the bulky hydrocarbon structure.

In summary, predicting the solubility of [2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate requires a delicate balance of its various physical and chemical properties, and solvent choice will play a fundamental role in achieving the desired solubility.

Interesting facts

Interesting Facts About [2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] Acetate

This intriguing compound belongs to a class of molecules that often exhibit significant biological activity. Its complex structure, characterized by a *pentacyclic framework*, showcases the remarkable versatility of organic chemistry in creating compounds with diverse properties.

Key Aspects and Applications

  • Biological Activity: Thanks to its unique structure, this compound may possess interesting pharmacological properties. Research suggests that similar compounds in its class can exhibit antimicrobial and anti-inflammatory effects.
  • Synthetic Pathways: The synthesis of such complex molecules involves multiple steps, often requiring advanced techniques such as *multi-step synthesis* and the use of protective groups in organic reactions.
  • Chemical Diversity: The numerous functional groups within the molecule allow for modifications, leading to the creation of derivatives that could enhance stability, solubility, or biological activity.
  • Natural Product Inspiration: Many compounds with comparable structures are derived from natural products, underlining the significance of nature as a source of chemical inspiration for novel pharmaceuticals.

As an aspiring chemist, one might be fascinated by how intricate modifications in molecular structure can lead to drastically different properties and activities. The study of compounds like this one exemplifies the interplay between structure and function in the field of medicinal chemistry.

In essence, exploring [2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate opens up avenues for discovering new therapeutic agents. As the field of synthetic organic chemistry evolves, compounds of this nature could play crucial roles in developing innovative treatments for various ailments.

Synonyms
C25H31NO6
SCHEMBL4019
CHEMBL3182644
DTXSID70860138
HMS5080K19
[2-(11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl)-2-oxo-ethyl] acetate
2-(5-Hydroxy-4a,6a,8-trimethyl-2-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-6bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]oxazol-6b-yl)-2-oxoethyl acetate