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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)-5,10,11,12a-tetrahydroxy-6-methylene-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione
State
State

At room temperature, doxorubicin is typically a solid. It is often provided as a lyophilized powder for reconstitution in clinical settings.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
933.50
Boiling point (Kelvin)
1 206.65
General information
Molecular weight
543.52g/mol
Molar mass
543.5190g/mol
Density
1.6300g/cm3
Appearence

Doxorubicin appears as a red to orange-red crystalline powder. It is known for its bright color, which varies slightly with the formulation and solvent used.

Comment on solubility

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

The solubility of the compound C27H29NO11 is influenced by its complex molecular structure, which includes multiple hydroxyl (-OH) groups and amine functionalities. These functional groups typically enhance solubility in polar solvents. Here are key aspects to consider:

  • Polar Solvents: The presence of multiple hydroxyl groups generally promotes solubility in polar solvents such as water and alcohols.
  • Hydrogen Bonding: The ability to form hydrogen bonds between the compound and solvent molecules is significant. This interaction often increases solubility in suitable solvents.
  • Dimethylamino Group: The dimethylamino functional group can alter the solubility profile as it may enhance solubility in non-polar solvents when protonated, making the compound more versatile.

However, due to its extensive conjugated structure and molecular weight, there may be limits to solubility, particularly in non-polar solvents. Thus, it is essential to consider both the chemical environment of the compound and the solvent used when assessing its solubility.

In conclusion, this compound's solubility is expected to be greater in polar solvents, where its ability to engage in hydrogen bonding can be fully realized. As such, one might say, "Solubility is a dance of molecules, where interaction determines the step!"

Interesting facts

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

This compound, known for its intricate structure and diverse functional groups, is a fascinating subject in the realm of organic chemistry. Here are some intriguing aspects to consider:

  • Complex Structure: The molecule features a tetracene backbone, which contributes to its significant optical and electronic properties. This structure may pave the way for applications in organic electronic devices, such as transistors and solar cells.
  • Functional Diversity: With hydroxyl, amino, and methylene groups integrated into its framework, this compound exhibits remarkable chemical reactivity. These groups can participate in a range of reactions, making it a potential candidate for drug design and synthesis.
  • Biological Relevance: Due to the presence of amino and hydroxyl groups, this compound could be involved in biological interactions, potentially leading to therapeutic applications. It may also provide an interesting platform for studying enzyme activities.
  • Research Potential: The various hydroxy groups suggest favorable interactions with solvent systems, making it an appealing topic of study in physical chemistry and material science.

In summary, 2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylene-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione serves as a prime example of how organic compounds can be intricately designed for specific functions, branching into fields such as pharmacology, chemistry, and materials science.