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Azithromycin

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Identification
Molecular formula
C38H72N2O12
CAS number
83905-01-5
IUPAC name
methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate
State
State
At room temperature, azithromycin is a solid. It is used in the pharmaceutical industry primarily in powdered form for the manufacture of tablets and capsules.
Melting point (Celsius)
113.50
Melting point (Kelvin)
386.60
Boiling point (Celsius)
790.00
Boiling point (Kelvin)
1 063.00
General information
Molecular weight
748.98g/mol
Molar mass
748.9840g/mol
Density
1.1800g/cm3
Appearence
Azithromycin appears as a white crystalline powder. Its appearance is typically solid at room temperature and it is often found in powdered form for pharmaceutical use.
Comment on solubility

Solubility Characteristics

The compound methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate, with its intricate molecular structure, presents unique solubility traits that can vary significantly depending on its environment.


Factors Influencing Solubility

Several factors can affect the solubility of this complex compound:

  • Polar and Nonpolar Characteristics: The presence of hydroxyl groups (–OH) contributes to polarity, potentially enhancing solubility in polar solvents such as water.
  • Size and Structure: The large and complex fused rings and hydrocarbon chains may hamper solubility in small polar solvents.
  • Functional Groups: The presence of dimethylamino and methoxy substituents influence interactions with various solvents.
  • Presence of Ionic Bonds: If any ionic interactions are present, that could significantly increase solubility in polar solvents.

In terms of solubility in specific solvents, this compound may exhibit:

  • Good solubility in organic solvents such as acetone, methanol, or ethanol due to hydrophobic character.
  • Limited solubility in water, given the large organic part of the molecule, although the hydroxyl groups may promote some degree of solubility.

Overall, understanding the solubility of this complex compound is essential for applications in fields like pharmaceuticals, where solubility plays a critical role in bioavailability and therapeutic effectiveness. As the famed chemist Linus Pauling once said, “The best way to understand a chemical compound is to understand how it interacts with its environment.”

Interesting facts

Interesting Facts about Methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(Dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

This compound is a member of a larger class of organic molecules known for their complex structures and biological significance. Here are some engaging facts about this intriguing compound:

  • Steric Complexity: The designation of multiple chiral centers in the compound highlights its potential for diverse stereochemistry, which can significantly influence its biological activity.
  • Hydroxy Groups: The presence of five hydroxyl groups contributes to the molecule's reactivity and solubility, allowing for potential interactions with multiple biological targets.
  • Dimethylamino Group: The dimethylamino functional group may enhance the compound's basicity, possibly improving its interaction with biological systems.
  • Natural Product Derivation: Compounds with such complex structures are often derived from natural products, suggesting that this molecule could be related to biologically active substances that may provide therapeutic benefits.
  • Multi-Cyclic Framework: The hexacyclo structure of this compound adds a unique dimension to its reactivity profile and stability, often observed in natural alkaloids.
  • Potential Applications: Given its intricate structure, this compound may possess applications in pharmacology, such as developing new drugs, particularly in targeting specific receptors.

As researchers continue to explore the depths of organic chemistry, such compounds stand as a testament to the intricate designs found in nature and their potential applications in medical and chemical fields. Understanding their structure leads to opportunities for innovation in developing new therapeutic agents.

Synonyms
methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyloxan-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate