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Azithromycin

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Identification
Molecular formula
C38H72N2O12
CAS number
83905-01-5
IUPAC name
(3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione
State
State
Azithromycin is usually in a solid state at room temperature.
Melting point (Celsius)
113.00
Melting point (Kelvin)
386.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
748.98g/mol
Molar mass
748.9840g/mol
Density
1.1800g/cm3
Appearence
Azithromycin appears as white to off-white crystalline powder. It is tasteless and has no odor.
Comment on solubility

Solubility of (3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione

The solubility of complex organic compounds, such as the one mentioned above, can vary significantly based on several structural features. Here are some factors that may influence its solubility:

  • Polarity: Molecules with polar functional groups typically exhibit higher solubility in polar solvents (e.g., water), while non-polar molecules tend to dissolve better in non-polar solvents (e.g., hexane).
  • Molecular Weight: Generally, as the molecular weight increases, solubility may decrease due to reduced interaction with solvent molecules.
  • Hydrogen Bonding: The ability of a compound to form hydrogen bonds with a solvent can significantly enhance its solubility in that solvent. The presence of hydroxyl (-OH) groups, as seen in this compound, might promote interaction with water.
  • Functional Groups: Specific functional groups can either enhance or inhibit solubility. For example, the incorporation of amine groups can moderate solubility depending on the surrounding chemical environment.

In summary, while the intricate structure of this compound hints at potential solubility in various solvents due to its diverse functional groups, the final solubility behavior will ultimately depend on the specific conditions applied, including temperature, pH, and solvent choice. As a widely recognized principle in chemistry, "like dissolves like" serves as a useful guideline in predicting the solubility of compounds.

Interesting facts

Interesting Facts About the (3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione

This complex organic compound is a fascinating example of the intricate structures that can be formed in organic chemistry. Here are some interesting aspects:

  • Stereochemistry: The compound features several chiral centers, indicating a rich stereochemical landscape. The specific stereochemistry contributes to its chemical properties and biological activity.
  • Functional Groups: Incorporating multiple functional groups, such as dimethylamino and various hydroxyl groups, this compound exhibits diverse reactivity, making it an excellent candidate for various chemical reactions.
  • Potential Applications: Due to its complex structure, this compound may have potential applications in medicinal chemistry, especially as a lead for drug development targeting specific biological pathways.
  • Structural Complexity: The presence of spiroketone units, characterized by their unique bicyclic structures, adds an intriguing aspect to this compound’s flexibility in forming unique conformations.
  • Natural Analogues: Compounds of such structural intricacy often have natural analogues, which could provide insight into their biological roles and functions in nature.

As scientists delve deeper into the properties and reactions of this compound, they could unlock new avenues for research and innovation in various fields, from pharmaceuticals to materials science. The exploration of such compounds exemplifies the beauty and complexity of organic chemistry.