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Azithromycin

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Identification
Molecular formula
C38H72N2O12
CAS number
83905-01-5
IUPAC name
methyl (1R,9R,10S,11R,12R)-11-acetoxy-12-ethyl-4-[(14S,16S,17S)-17-ethyl-16-hydroxy-14-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-14-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
State
State
Azithromycin is typically found as a solid at room temperature. In its commercial form, it is usually a powder for suspension or in tablet form for oral administration.
Melting point (Celsius)
113.00
Melting point (Kelvin)
386.15
Boiling point (Celsius)
811.40
Boiling point (Kelvin)
1 084.55
General information
Molecular weight
748.98g/mol
Molar mass
748.9840g/mol
Density
1.1800g/cm3
Appearence

Azithromycin appears as a white to off-white crystalline powder. It is slightly soluble in water and freely soluble in ethanol and methanol. The powder may have a slight odor depending on the formulation.

Comment on solubility

Solubility of Methyl (1R,9R,10S,11R,12R)-11-acetoxy-12-ethyl-4-[(14S,16S,17S)-17-ethyl-16-hydroxy-14-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-14-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

The solubility of complex organic compounds such as the specified methyl ester can be quite intricate due to their unique structural properties. In general, solubility is affected by various factors, which include:

  • Molecular Structure: The presence of functional groups such as acetoxy and methoxy can enhance solubility in polar solvents.
  • Polarity: Compounds with high polarity tend to be more soluble in water, while non-polar compounds are better solubilized in organic solvents.
  • Molecular Weight: Higher molecular weight compounds may exhibit lower solubility due to increased hydrophobic character.

For this specific compound, potential solubility can vary significantly:

  • If dissolved in polar solvents (like water), it may exhibit low solubility due to its complex framework and potential hydrophobic regions.
  • In contrast, in non-polar solvents (such as chloroform or hexane), the compound may dissolve more readily owing to similar intermolecular forces.

It's crucial to note that the intricate nature of this compound suggests that the solubility profile might be influenced by the interconnections among various functional groups, creating an intricate balance between hydrophilic and hydrophobic domains. In laboratory practices, assessing solubility in different solvents can yield valuable insights for applications in drug formulation and material sciences.

Interesting facts

Interesting Facts about Methyl (1R,9R,10S,11R,12R)-11-acetoxy-12-ethyl-4-[(14S,16S,17S)-17-ethyl-16-hydroxy-14-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-14-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

This compound is a remarkable example of the complex interplay between structural architecture and biological activity, showcasing the fascinating versatility of organic compounds in nature. It belongs to a class of molecules known as natural products, which are often derived from various plant and animal sources.

  • Biologically Active: Such compounds frequently exhibit significant biological activities, making them valuable in pharmaceuticals. They are often investigated as potential leads for drug development.
  • Stereochemistry: The intricate stereochemistry of this compound, indicated by multiple chiral centers, poses a challenge for synthesis and characterization. This complexity is typical in bioactive natural products, where conformational isomerism can lead to varied effects.
  • Mechanisms of Action: Compounds with such elaborate structures often interact with specific biological targets, influencing enzymatic pathways. Understanding their mechanisms can pave the way for innovations in medicinal chemistry.
  • Environmental Significance: Many natural products play critical roles in ecological interactions, such as plant defense mechanisms against herbivores and pathogens.

As you dive into the world of this compound, consider the vast potential it holds in biochemistry and medicinal chemistry. In the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." Indeed, the study of such intricate compounds opens numerous avenues for research and discovery.

Furthermore, this compound serves as a reminder of the importance of structural diversity in organic chemistry. Each atom and bond contributes to the molecule’s properties and reactivity, inviting scientists to explore new synthetic strategies and their applications. As research progresses, who knows what new applications could emerge from the detailed study of this fascinating molecule?