Skip to main content

Doxorubicin

ADVERTISEMENT
Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]ammonio]methyl]phenyl]methyl]ammonium
State
State
Doxorubicin is typically observed in its solid state at room temperature. It is handled as a crystalline powder for pharmaceutical preparations and scientific research practices.
Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
1 156.00
Boiling point (Kelvin)
1 429.15
General information
Molecular weight
543.52g/mol
Molar mass
543.5200g/mol
Density
1.5509g/cm3
Appearence

Doxorubicin is a red-orange crystalline powder. It has a characteristic appearance due to its anthracycline structure which imparts a deep color. The solution might also appear intensely colored, which is typical for this type of compound.

Comment on solubility

Solubility of the Compound

The solubility of the compound with the chemical formula C27H29N1O11 is influenced by several structural features that play a critical role in its interactions with solvents. Here are some key aspects to consider:

  • Hydrophilicity vs Hydrophobicity: The presence of multiple -OH (hydroxyl) groups in the structure suggests that this compound could exhibit hydrophilic properties, enhancing its solubility in polar solvents such as water.
  • Ammonium Functional Group: The inclusion of ammonium groups may further improve solubility in aqueous environments, as these groups can engage in ion-dipole interactions.
  • Size and Complexity: Being a relatively large molecule with multiple rings and functional groups may hinder solubility compared to smaller, simpler compounds.
  • Solvent Choice: Depending on the specific solvent used, the solubility can vary dramatically. It may be more soluble in organic solvents, such as alcohols or acetone, than in purely aqueous solutions.

Understanding these factors is crucial to predict the solubility behavior of this complex compound. As stated in the literature, "the solubility of large organic molecules is a delicate balance between polar and nonpolar interactions." Thus, conducting empirical solubility tests is essential for determining the practical solubility of this compound in various solvents.

Interesting facts

Interesting Facts About the Compound

This compound is a fascinating example of the intricate and diverse world of organic chemistry, showcasing how complex structures can yield remarkable properties and potential applications. Here are some interesting aspects:

  • Natural Origins: Many chemical compounds, including this one, are derived from natural sources. The components suggest a potential link to biologically active molecules, highlighting the importance of nature in drug development.
  • Structure Complexity: The compound features several distinct functional groups, including hydroxyl, keto, and methoxy groups. This structural variety contributes to its potential bioactivity, making it a subject of interest in medicinal chemistry.
  • Pharmacological Potential: Due to its intricate design and the presence of specific functional groups, this compound may exhibit properties such as antioxidant, anti-inflammatory, and antimicrobial activities. Researchers are continuously exploring such compounds for their therapeutic benefits.
  • Application in Research: Compounds like this one are utilized in various research fields, including drug discovery and development, where understanding structure-activity relationships can lead to breakthroughs in treating diseases.
  • Modern Synthesis Techniques: The synthesis of such a compound requires advanced techniques in organic chemistry, including multi-step synthesis, which reflects the ingenuity and creativity of chemists in their pursuit of new compounds.
  • Interdisciplinary Studies: The study of this compound bridges multiple fields such as biochemistry, pharmacology, and materials science, illustrating the interdisciplinary nature of modern scientific research.

In essence, this compound exemplifies not only the complexity of chemical structures but also the potential impacts such compounds may have in medicine and industry. As scientific research continues, the possibilities for novel discoveries from such compounds remain limitless.