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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
(4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione
State
State
At room temperature, doxorubicin is in a solid state.

It is typically stored and handled as a powder that is reconstituted into a solution for clinical use.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.15
General information
Molecular weight
543.53g/mol
Molar mass
543.5260g/mol
Density
1.6000g/cm3
Appearence
Doxorubicin appears as a red-orange crystalline powder.

Due to its highly colored nature, it may also impart color to solutions, ranging from light red to deep red, depending on the concentration.

Comment on solubility

Solubility of (4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione

The solubility of this complex organic compound is a nuanced subject influenced by multiple factors. Generally, the solubility of organic compounds can be attributed to their molecular structure, functional groups, and the ability to form hydrogen bonds or ionic interactions with solvents.

Some key points to consider regarding its solubility include:

  • Polarity: The presence of multiple hydroxyl groups (-OH) in the structure enhances the compound's polarity, likely increasing its affinity for polar solvents such as water.
  • Hydrogen Bonding: The amino groups and hydroxyl groups can participate in hydrogen bonding, further aiding solubility in polar environments.
  • Solvent Effects: Solubility may vary significantly depending on the choice of solvent, with common solvents including ethanol, methanol, and water.
  • Concentration: At higher concentrations, the solubility could be influenced by factors such as aggregation, leading to reduced solubility in certain cases.

As a result, one might find it soluble in polar solvents but insoluble or only sparingly soluble in non-polar solvents. This duality can be a fascinating aspect to explore in practical applications or experimental setups.

In conclusion, the solubility of (4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione is greatly determined by its intricate structure and the environment in which it is placed.

Interesting facts

Interesting Facts About (4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione

This complex organic compound is a fascinating example of the intricate relationships between molecular structure and biological activity. Synthetic compounds like this one can reveal much about the potential for novel drug design and therapeutic applications. Here are some noteworthy aspects:

  • Structural Complexity: The detailed stereochemistry indicated by its extensive IUPAC name showcases a rich framework with multiple stereocenters, which can significantly influence the compound's biological properties.
  • Potential Pharmacological Applications: The presence of amino and hydroxy groups suggests that this compound may interact with biological pathways and could potentially serve as a lead structure in drug discovery, targeting diseases that require innovative treatment options.
  • Research Interest: Compounds like this are of great interest in the fields of medicinal chemistry and pharmacology, with researchers often scrutinizing their interactions with proteins, enzymes, and other biomolecules.
  • Role of Hydroxy Groups: Hydroxy groups within this compound could enhance hydrophilicity and solubility, impacting its absorption and distribution within biological systems.
  • Molecular Motifs: The presence of a tetracene core indicates that this compound may have unique optical properties, opening the door for potential applications in organic electronic devices or sensors.

In summary, the multifaceted nature of (4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione illustrates the complexity and potential of organic compounds in scientific exploration. As we continue to unravel their secrets, the possibilities for innovation and discovery are boundless.