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Doxorubicin

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Identification
Molecular formula
C27H29NO11
CAS number
23214-92-8
IUPAC name
2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
State
State

Doxorubicin is a solid at room temperature, primarily handled in the form of a hydrochloride salt for pharmaceutical preparations. It is crucially stored in a dry, dark place to prevent degradation.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
783.15
Boiling point (Kelvin)
1 056.30
General information
Molecular weight
543.52g/mol
Molar mass
543.5240g/mol
Density
1.6000g/cm3
Appearence

Doxorubicin appears as a dark red crystalline powder. The compound is sensitive to light, causing degradation which affects its appearance over time. The color can be quite intense, and solutions of doxorubicin are typically clear but exhibit a strong red hue.

Comment on solubility

Solubility of 2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione

The solubility of the compound 2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione (C27H29NO11) can be quite intricate due to its complex molecular structure. Generally, solubility is influenced by several factors, including:

  • Polarity: The presence of multiple hydroxy groups (-OH) indicates that the compound could exhibit a degree of polarity, potentially enhancing its solubility in polar solvents.
  • Functional Groups: The amino and dimethylamino groups may contribute to its interaction with solvents, suggesting that the compound may be more soluble in certain organic solvents than in water.
  • Molecular Size: Being a large and bulky molecule, solubility might be restricted, as larger molecules generally encounter more steric hindrance, which can impede dissolution.
  • Hydrogen Bonding: The potential for intramolecular or intermolecular hydrogen bonding due to the presence of hydroxyl and amino groups can also play a crucial role in solubility behavior.

In summary, while the solubility of this compound can be predicted to be moderate in polar solvents, its precise solubility characteristics would require empirical testing to ascertain its behavior in various mediums. As always, understanding solubility is essential for determining the practicality of using such compounds in different applications.

Interesting facts

Interesting Facts about 2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione

This remarkable compound, known for its complex structure, has sparked interest in various fields of research, particularly in medicinal and organic chemistry. Here are some fascinating insights about it:

  • Multifunctionality: This compound possesses a variety of functional groups, including amines and hydroxyls, which contribute to its potential uses in pharmaceuticals as a lead structure for drug design.
  • Colorimetric Properties: The presence of multiple hydroxy groups lends itself to unique colorimetric properties, which can be exploited in sensors and indicator systems.
  • Bioactivity: Compounds with similar structures have shown promising bioactivity, including antimicrobial and anti-inflammatory effects. This opens up avenues for research in natural product synthesis and medicinal applications.
  • Complex Synthesis: The synthesis of this compound involves complex organic reactions, which can serve as a fascinating case study for students learning about synthetic pathways and reaction mechanisms.
  • Chemical Versatility: Its versatility allows chemists to modify its structure for tailored reactivity, making it a valuable compound for custom synthesis in research laboratories.

As scientists continue to explore the properties of this compound, its potential applications could lead to significant advancements in chemical synthesis and drug development.

Overall, the intricate nature of this compound not only challenges our understanding of organic chemistry but also illustrates the beauty of molecular complexity in the pursuit of science.