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Doxorubicin Hydrochloride

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Identification
Molecular formula
C27H29NO11·HCl
CAS number
23214-92-8
IUPAC name
(4S,4aS,5aS,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;nitric acid
State
State
Doxorubicin hydrochloride is typically a solid at room temperature, and when dissolved for medical use, it is converted into an injectable solution.
Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
580.02g/mol
Molar mass
543.5200g/mol
Density
1.6000g/cm3
Appearence
Doxorubicin hydrochloride typically appears as a red to orange-red crystalline powder. It is known for its characteristic vibrant color, which is often associated with its use in chemotherapy treatments.
Comment on solubility

Solubility Characteristics

The solubility of the compound (4S,4aS,5aS,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; nitric acid can be complex due to its intricate molecular structure. Here are some key points to note regarding its solubility:

  • Polar and Non-Polar Characteristics: The presence of multiple hydroxyl groups contributes to a degree of polarity, which may enhance solubility in polar solvents such as water.
  • Solvent Dependency: The solubility may significantly vary depending on the solvent used. Polar solvents (e.g., water, alcohol) may dissolve the compound more readily than non-polar solvents (e.g., hexane, benzene).
  • Interaction with Acid: The compound includes nitric acid, which may form salts or complexes that further influence solubility, particularly in aqueous environments.
  • Temperature and pH Effects: Changes in temperature and pH levels can dramatically affect solubility, potentially leading to either enhanced solubility under specific conditions or precipitation in others.

In summary, understanding the solubility of this compound involves considering its molecular structure, the choice of solvent, and external conditions such as temperature and pH.

Interesting facts

Interesting Facts about (4S,4aS,5aS,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; nitric acid

This complex compound represents a fascinating intersection of organic chemistry and medicinal applications. Here are some intriguing insights:

  • Structural Complexity: The compound features multiple chiral centers and intricate functional groups, showcasing the diverse possibilities within organic synthesis.
  • Applications in Medicine: Similar compounds are often investigated for their potential therapeutic effects, including use in anti-cancer and antibiotic agents, due to their ability to interact with biological systems at a molecular level.
  • Pyrrolidine Ring: The inclusion of a pyrrolidine moiety lends the compound unique properties, as this five-membered nitrogen-containing ring can enhance biological activity and solubility.
  • Hydroxy Groups: The presence of hydroxyl groups in the structure suggests increased reactivity, providing numerous sites for further chemical modification or conjugation to other bioactive molecules.
  • Dimethylamino Functionality: This functional group can act as a stronger base compared to its counterparts, which often enables enhanced interactions with targets in biological systems.

"The beauty of organic chemistry lies in its ability to create complex molecules that can significantly impact health and technology." - A Passionate Chemist

Understanding such compounds not only provides insights into medicinal chemistry but also illustrates the art of synthesis, where chemists play with molecules like a sculptor with clay, aiming to carve out new possibilities for innovation.