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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
methyl 4-[4-(dimethylamino)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
State
State

At room temperature, Doxorubicin is typically in a solid state, most commonly handled as a crystalline powder. In pharmaceutical formulations, it may be found in liquid solution form or prepared into a lyophilized powder for reconstitution.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.15
General information
Molecular weight
543.52g/mol
Molar mass
543.5200g/mol
Density
1.6300g/cm3
Appearence

Doxorubicin usually appears as a red-orange crystalline powder. Due to its vibrant color, it can be visibly noticed when handled in solution or powder form. It is often used in a hydrochloride salt form for medical applications, resulting in a different shade of orange-red effect depending on concentration and preparation.

Comment on solubility

Solubility Overview

The compound methyl 4-[4-(dimethylamino)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate (C27H29N1O11) displays notable solubility characteristics, particularly influenced by its **complex molecular structure**.

Factors Affecting Solubility

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of hydroxyl (–OH) and carboxyl (–COOH) groups lends polarity to the molecule, generally enhancing its solubility in polar solvents, especially water.
  • Hydrogen Bonding: The ability to form hydrogen bonds through its hydroxyl groups can promote interactions with solvent molecules, facilitating solubility.
  • Structural Complexity: The multi-functional groups and the presence of a tetrahydropyran moiety could provide various pathways for interaction with various solvents.

Predicted Solubility

Taking into account these structural elements, it is likely that:

  • The compound demonstrates relatively high solubility in polar organic solvents such as methanol and ethanol.
  • Its solubility in non-polar solvents may be limited due to the underlying polar nature of its functional groups.

In conclusion, while specific solubility data may vary, the aforementioned factors suggest a preference for polar environments that can effectively solvate this complex molecule. As always, solubility should be examined under controlled conditions for precise applications.

Interesting facts

Interesting Facts About Methyl 4-[4-(dimethylamino)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

This compound is a fascinating example of synthetic chemistry, showcasing the complexity and ingenuity that can be achieved in molecular design. Here are some intriguing aspects:

  • Structural Complexity: The structure of this compound features multiple functional groups, including hydroxyl groups, methoxy groups, and a tetrahydropyran moiety, highlighting the intricate chemistry involved in its synthesis.
  • Biomedical Potential: With its unique structure, this compound has promising implications in pharmacology. The presence of the dimethylamino group often links to enhanced bioactivity, making this compound a potential candidate for further drug development studies.
  • Diverse Applications: Compounds like this one can be explored for various applications, particularly in organic electronics, as the tetracene backbone is known for its electronic properties. This opens up avenues for research in materials science.
  • Natural Inspiration: The structural features resemble those found in naturally occurring compounds, offering insights into how nature creates complex molecules. It emphasizes the connection between synthetic and natural chemistry.

As a novice or seasoned chemist, examining such compounds encourages a deeper appreciation for molecular architecture and its implications across multiple disciplines. This compound exemplifies how chemistry can bridge various fields, from pharmacology to materials science.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." Exploring compounds like this one could certainly lead to innovative discoveries!

Synonyms
aklavin
aklavine