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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
(4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione
State
State

Doxorubicin is a solid at room temperature. It is typically handled in pharmaceutical laboratories under controlled conditions due to its use as a chemotherapy drug.

Melting point (Celsius)
205.15
Melting point (Kelvin)
478.30
Boiling point (Celsius)
823.15
Boiling point (Kelvin)
1 096.30
General information
Molecular weight
543.52g/mol
Molar mass
543.5200g/mol
Density
1.4920g/cm3
Appearence

Doxorubicin typically appears as a red to orange crystalline powder. It is hygroscopic, meaning it can absorb moisture from the air. Due to its color, solutions of doxorubicin in applicable buffers or solvents are usually red-hued.

Comment on solubility

Solubility of (4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione

This complex organic compound presents intriguing solubility characteristics that deserve attention. The unique structural features of the molecule suggest that its solubility will be influenced by various factors, including polarity, hydrogen bonding capabilities, and steric effects. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) groups indicates that the compound may have a degree of polarity, potentially enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The amino and hydroxyl groups can participate in hydrogen bonding, which can further increase solubility in polar environments.
  • Steric Hindrance: The bulky dimethylamino group and the complex fused ring structure may create steric hindrance, affecting how the molecule interacts with solvent molecules.
  • Solvent Type: The solubility could vary significantly between non-polar and polar solvents, with a higher likelihood of dissolution in polar solvents.
  • Environmental Factors: Temperature and pressure may also play significant roles in determining solubility, influencing molecular interactions and kinetic factors.

In conclusion, while the specific solubility of this compound in various solvents will require empirical investigation, the outlined features provide a basis for understanding its potential solubility behavior. Further research will be essential to quantify these solubility characteristics accurately.

Interesting facts

Exploring the Compound: A Multifaceted Molecule

This compound, with its intricate structure and diverse functional groups, presents a fascinating subject for study in the realm of organic chemistry. Notably, it's characterized by a polycyclic skeleton, which is significant in various fields including medicinal chemistry and material science.

Interesting Features:

  • Stereochemistry: The compound possesses multiple stereocenters, leading to a rich tapestry of isomeric forms. This is pivotal in biological activity, as even slight changes in stereochemistry can lead to vastly different pharmacological profiles.
  • Functional Groups: With amino, hydroxy, and dimethylamino functional groups, this molecule showcases the potential for intricate interaction with biological targets. These groups contribute to its solubility and reactivity, making it an interesting candidate for further research.
  • Potential Applications: Due to its unique structure, compounds like this are often researched for their potential use in drug development, particularly in targeting specific diseases through mechanism-based therapies.
  • Aesthetic and Structural Complexity: The presence of multiple hydroxyl groups not only adds to the compound's complexity but may also enhance its biological activity. Hydroxyl groups are known to play a crucial role in hydrogen bonding, affecting the compound’s interactions with biological macromolecules.

In summary, this compound is not merely an entity defined by its chemical constituents; it embodies the profound interconnectedness found in chemistry. As scientists delve deeper into its properties and potential, they unlock new pathways in both theoretical understanding and practical applications. As we often say in the field, "The beauty of chemistry lies in its ability to transform understanding into progress." This compound is a perfect illustration of that beauty, presenting numerous opportunities for exploration and innovation.