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Azithromycin

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Identification
Molecular formula
C38H72N2O12
CAS number
83905-01-5
IUPAC name
11-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
State
State

At room temperature, azithromycin is typically found as a solid.

Melting point (Celsius)
113.00
Melting point (Kelvin)
386.00
Boiling point (Celsius)
586.20
Boiling point (Kelvin)
859.20
General information
Molecular weight
748.98g/mol
Molar mass
748.9840g/mol
Density
1.1800g/cm3
Appearence

Azithromycin typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 11-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one (C38H72N2O12)

The solubility of this complex compound can be considered relatively variable, influenced by several key factors:

  • Polarity: The presence of multiple hydroxyl (-OH) groups typically suggests a potential for enhanced solubility in polar solvents, such as water. However, the extensive hydrophobic (alkyl) regions might counteract this effect.
  • Molecular Weight: With a molecular formula indicating a substantial molecular weight, solubility might be decreased due to larger, bulkier structures which can hinder dissolution.
  • Hydrogen Bonding: The -OH groups can create hydrogen bonds with solvents, potentially improving solubility, especially in polar solvents. Conversely, intramolecular hydrogen bonding could result in reduced solubility.
  • Solvent Interaction: The solubility will significantly depend on the solvent used; organic solvents might yield different solubility characteristics compared to aqueous solutions.

Overall, the solubility of this compound is likely to be low in non-polar solvents, while it may exhibit moderate solubility in polar solvents due to its intricate balance of hydrophobic and hydrophilic properties.

Interesting facts

Interesting Facts about 11-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

This complex organic compound is notable for its intricate structure and potential applications in pharmacology. With a combination of multiple functional groups and a unique cyclic backbone, it showcases the fascinating world of synthetic organic chemistry. Here are some engaging aspects of this compound:

  • Structural Complexity: The compound features numerous functional groups, including hydroxyl (–OH) and amine (–NH2) functionalities, which often contribute to biological activity and solubility in various media.
  • Pharmacological Potential: Compounds with similar structures can serve as leads in drug development. They may be designed to interact with specific biological targets, illustrating the bridge between chemistry and medicine.
  • Dimethylamino Group: The presence of a dimethylamino group is particularly interesting, as it enhances the chemical's lipophilicity, potentially increasing its efficacy as a pharmaceutical agent.
  • Synthetic Challenges: The synthesis of such multistep compounds requires advanced techniques and a deep understanding of reaction mechanisms, making it an exciting challenge for chemists.

As quoted by a renowned chemist, "The beauty of organic chemistry lies in its complexity and the endless possibilities it offers." This compound epitomizes this concept, prompting chemists to explore its properties and applications further. Through ongoing research and development, compounds like this may lead to novel therapeutic agents that could significantly impact various fields, including medicine and biotechnology.

Overall, the study of such intricate compounds not only broadens our understanding of chemical interactions but also emphasizes the importance of innovation in the realm of organic synthesis.

Synonyms
2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methylhexopyranoside
83905-01-5
MLS006011460
SCHEMBL5992129
MQTOSJVFKKJCRP-UHFFFAOYSA-N
NGA92165
BBL016494
STK177289
AKOS005410676
11-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
LS-15412
SMR001496946
(2R,3S,4R,5R,8R,10R,11R,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
11-(4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-aza-cyclopentadecan-15-one