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Doxycycline

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Identification
Molecular formula
C22H24N2O8
CAS number
564-25-0
IUPAC name
(4S,4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-2-[hydroxy-(pyrrolidin-1-ylmethylamino)methylene]-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
State
State

At room temperature, doxycycline exists as a solid.

Melting point (Celsius)
201.00
Melting point (Kelvin)
474.15
Boiling point (Celsius)
766.50
Boiling point (Kelvin)
1 039.65
General information
Molecular weight
444.44g/mol
Molar mass
444.4350g/mol
Density
1.5400g/cm3
Appearence

Doxycycline is a yellow to light yellow crystalline powder.

Comment on solubility

Solubility of (4S,4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-2-[hydroxy-(pyrrolidin-1-ylmethylamino)methylene]-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione

The solubility of this complex compound can be understood through various factors that influence how well it dissolves in different solvents. Key aspects to consider include:

  • Polarity: The presence of multiple hydroxyl groups (-OH) suggests that the compound may exhibit significant polar character, which typically enhances solubility in polar solvents like water. However, the overall structural complexity can lead to variable results depending on the solvent system used.
  • Hydrogen bonding: The -OH groups can engage in hydrogen bonding with water molecules, potentially increasing solubility. This interaction is vital for determining the compound's behavior in aqueous environments.
  • Molecular structure: The bulky structure and the presence of groups such as pyrrolidinyl and dimethylamino may introduce steric hindrance that could limit solubility in some nonpolar solvents.
  • Temperature dependence: Solubility can change with temperature; generally, increased temperature results in higher solubility for many compounds, but exceptions exist.

In summary, while the presence of hydroxyl groups suggests potential solubility in water, the overall complex structure of the compound may result in variable solubility. Therefore, it is critical to conduct empirical solubility tests in a range of solvents to fully determine the compound's solubility characteristics.

Interesting facts

Interesting Facts about (4S,4aS,6S,12aS)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-2-[hydroxy-(pyrrolidin-1-ylmethylamino)methylene]-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione

This complex compound is a remarkable example of organic synthesis that showcases the intricate relationship between structure and function in chemical compounds. Here are some engaging facts about this intriguing molecule:

  • Structural Complexity: The compound features a heavily substituted tetracene backbone, which is a polycyclic aromatic hydrocarbon. This multiple-ring system contributes to its extensive molecular interactions and unique electronic properties.
  • Biological Relevance: Compounds like this one often have significant implications in medicinal chemistry. The presence of functional groups including amino and hydroxyl enhances its potential as a therapeutic agent in drug development.
  • Synthetic Variability: The synthesis of such complex molecules often involves multiple steps, showcasing the creativity and precision required in organic synthesis. The use of dimethylamino and pyrrolidine moieties exemplifies the importance of functional group manipulation in targeting specific biological activities.
  • Color and Optical Properties: Tetracene derivatives are known for their fascinating optical properties, which can exhibit strong absorption in the UV/Vis spectrum. This makes compounds like this candidate for applications in optoelectronics and photonic devices.
  • Research Potential: Given its complex structure, ongoing research may uncover new properties or applications, especially in fields such as nanotechnology and materials science.

In summary, this compound is not just a chemical curiosity; it serves as a bridge connecting various domains of science, including organic chemistry, biochemistry, and materials science. As highlighted, its structural features and potential applications underline the importance of research in discovering new materials that can revolutionize technology and medicine.