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Doxorubicin

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Identification
Molecular formula
C27H29NO11
CAS number
23214-92-8
IUPAC name
(4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione
State
State

At room temperature, doxorubicin is typically in a solid state as a crystalline powder.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
410.00
Boiling point (Kelvin)
683.15
General information
Molecular weight
543.52g/mol
Molar mass
543.5190g/mol
Density
1.6000g/cm3
Appearence

Doxorubicin usually appears as a red-orange crystalline powder. It may also be available in solution form for injection where it retains its characteristic reddish hue.

Comment on solubility

Solubility of (4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione

The solubility of the compound (4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione can be quite complex due to its intricate molecular structure and the presence of multiple functional groups. Here are some key points to consider:

  • Functional Groups: The presence of hydroxyl (-OH) and amino (-NH2) groups often enhances solubility in polar solvents like water.
  • Chlorine Atom: The chlorine substituent can affect the overall polarity and solubility characteristics of the compound.
  • Dimethylamino Group: The dimethylamino moiety may increase solubility in organic solvents and contribute to potential interactions with biological systems.
  • Stereochemistry: The specific stereochemistry defined by the compound's nomenclature can play a significant role in its solubility behavior.

In summary, while the multiple hydroxyl and amino groups may suggest some solubility in polar solvents, the overall solubility profile will be heavily influenced by the interplay of all these factors. Therefore, determining the solubility requires careful consideration of solvent type, temperature, and the compound's physical state.

Interesting facts

Interesting Facts about (4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione

This unique compound showcases a remarkable structure that belongs to the tetracene family, known for its extended conjugated systems. With several functional groups embedded in its framework, this compound opens doors to various applications:

  • Potential Medical Applications: The intricate structure of this compound along with its amino and hydroxy groups indicates potential bioactivity. Compounds like this one can be studied for their effects in medicinal chemistry, particularly in drug design and synthesis.
  • Environmental Relevance: Due to its chlorine atom, there is a compelling interest in understanding its environmental fate, as chlorinated compounds often exhibit varied reactivity in biological and ecological systems.
  • Spectroscopic Significance: The distinct chemical characteristics of this tetracene derivative make it an excellent candidate for spectroscopic studies. Researchers can explore its electronic properties, which are critical in fields like materials science.

As emphasized by renowned chemists, “Understanding the minute details of molecular structure can reveal hidden abilities of compounds.” This sentiment rings particularly true with this tetracene derivative, as its complex structure allows for a rich tapestry of interaction possibilities within biological systems and materials.

In conclusion, the study of (4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione not only expands our knowledge of organic chemistry but also encourages future research into its practical applications and impact.