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Doxorubicin

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

At room temperature, doxorubicin is typically found in a solid state and is formulated as a hydrochloride salt for medical purposes, which enhances its solubility and stability for therapeutic use.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
337.80
Boiling point (Kelvin)
610.95
General information
Molecular weight
543.52g/mol
Molar mass
543.5200g/mol
Density
1.6000g/cm3
Appearence

Doxorubicin is a crystalline compound, appearing as red to orange-red in color. It is an important chemotherapeutic agent known for its use in cancer treatment. Its vibrant color is characteristic and notable in medical formulations.

Comment on solubility

Solubility of 2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione (C27H29NO11)

The solubility of this compound is an intriguing topic, particularly due to its complex structure and various functional groups. Understanding its solubility behavior requires considering the following factors:

  • Polarity: The presence of hydroxyl (-OH) and amino (-NH2) groups can enhance the polarity of the compound, which generally increases solubility in polar solvents such as water.
  • Hydrophobic Regions: Additionally, the tetrahydrotetracene structure introduces hydrophobic characteristics which may limit solubility in aqueous environments.
  • Solvent Interactions: The choice of solvent is crucial. For instance, solvents that can form hydrogen bonds, like alcohols and dimethyl sulfoxide (DMSO), might improve solubility compared to non-polar solvents.

Given these aspects, one might say that the solubility profile of this compound is likely to be complex, potentially exhibiting:

  1. Moderate solubility in polar solvents
  2. Reduced solubility in non-polar solvents

As the variations in solubility are highly dependent on the solvent environment, *further experimental investigations are necessary* to accurately determine its solubility characteristics in various media.

Interesting facts

Interesting Facts about 2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione

This complex compound exhibits fascinating properties and potential applications that contribute to the field of chemistry.

1. Structural Complexity

The structure of this compound is remarkable due to its multiple functional groups and extensive ring system. This includes:

  • Amino groups: These are key in forming hydrogen bonds, enhancing solubility and reactivity.
  • Hydroxy groups: Their presence plays a crucial role in biological activities, particularly in relation to drug design.
  • Chloro substituent: The presence of a chlorine atom often imparts unique properties that can enhance reactivity or target specificity.

2. Potential Applications

Due to its structural components, this compound could have numerous implications in various fields such as:

  • Pharmaceuticals: The combination of amino and hydroxy groups suggests potential for biological activity, possibly functioning as an active pharmaceutical ingredient.
  • Materials Science: The unique tetrahydroxy configuration may lead to innovative materials with beneficial optical or electronic properties.
  • Analytical Chemistry: Its complex structure makes it a valuable candidate for the study of intermediates in synthesis, helping to elucidate reaction mechanisms.

3. Research Opportunities

The intricate dynamics of this compound present numerous research opportunities, such as:

  • Studying reaction pathways: Understanding how this compound reacts under various conditions can offer insight into organic reaction mechanisms.
  • Drug discovery: Investigating its biological activity could lead to the development of new therapeutics, especially for targeting specific diseases.
  • Environmental chemistry: Exploring the stability and degradation of this compound could enhance our understanding of its environmental impact.

In conclusion, 2-[amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione is a compound that captivates chemists with its structural intricacies and the potential it holds for real-world applications. As research progresses, this compound may well play a key role in future scientific advancements.