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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8,10,11a-tetrahydro-5aH-tetracene-5,12-dione
State
State
At room temperature, Doxorubicin is generally in solid-state when it is not in solution form for medical use. It is highly soluble in polar organic solvents and slightly soluble in water.
Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
845.00
Boiling point (Kelvin)
1 118.15
General information
Molecular weight
543.52g/mol
Molar mass
543.5200g/mol
Density
1.5730g/cm3
Appearence

Doxorubicin typically appears as a bright red to reddish-orange powder. As a medication, it is also available in various forms, including lyophilized powder for injection which dissolves to give a clear, red solution.

Comment on solubility

Solubility of 7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8,10,11a-tetrahydro-5aH-tetracene-5,12-dione (C27H29N1O11)

The solubility of this complex organic compound can be quite intriguing, as it is influenced by several factors. Given its large and intricate structure, with multiple functional groups, we can assess its solubility characteristics in different solvents:

  • Polarity: The presence of hydroxyl groups (-OH) and an amine group (-NH2) suggests that the compound may be more soluble in polar solvents, such as water.
  • Hydrophobic Regions: The tetracene moiety introduces a hydrophobic character, which may hinder solubility in water but allow for solubility in organic solvents like ethanol or acetone.
  • pH Dependency: Solubility might also vary with the pH of the solution, particularly due to the ionization of the amino and hydroxyl groups; adjusting the pH can enhance or reduce solubility.

As a general guideline, the solubility of organic compounds with such complex structures often presents a challenge. It's essential to perform empirical testing to precisely determine the solubility in specific solvents. In many cases, the statement, "solubility is key to understanding functionality," holds true, as the ability to dissolve can directly affect the compound's application in various fields, from pharmaceuticals to materials science.

In conclusion, while theoretical assessments provide an initial understanding, the actual solubility behaviors should ideally be explored through experimental investigations.

Interesting facts

Interesting Facts about 7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8,10,11a-tetrahydro-5aH-tetracene-5,12-dione

This complex compound is a fascinating example of organic chemistry that showcases the intricate connections between structure and function in biological systems. Here are some interesting insights:

  • Multifunctional Properties: This compound possesses multiple hydroxy and amino groups which are significant for its potential biological activities. These functional groups can enable it to participate in various chemical reactions, making the compound versatile.
  • Potential Therapeutic Applications: Compounds like this one, due to their structural features, are often investigated for their medicinal properties. Their unique configurations can lead to potential uses in pharmaceuticals, particularly in the treatment of certain diseases.
  • Chiral Centers: This compound contains various chiral centers, contributing to its stereochemical complexity. The chirality can impact its biological activity, as different enantiomers may exhibit different effects in biological systems.
  • Natural Product Inspired: The structural elements of the compound may be inspired by natural products, often serving as a blueprint for synthetic modifications that enhance efficacy or reduce toxicity.
  • Focus of Research: Due to its intricate structure and promising properties, this compound is likely a subject of ongoing research in both synthetic and medicinal chemistry, opening avenues for discoveries of new derivatives with improved properties.

As with many chemical compounds, exploring the structural intricacies provides a deeper understanding of how molecular design influences activity and function in a biological context. This ongoing investigation is essential for the advancement of drug discovery and development in modern medicinal chemistry.