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Doxorubicin

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Identification
Molecular formula
C27H29N O11
CAS number
23214-92-8
IUPAC name
9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
State
State

At room temperature, doxorubicin is in a solid state. It is generally stored in well-sealed containers to avoid exposure to moisture and light, which can lead to degradation.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
267.00
Boiling point (Kelvin)
540.15
General information
Molecular weight
543.52g/mol
Molar mass
543.5190g/mol
Density
1.6000g/cm3
Appearence

Doxorubicin typically appears as a red-orange, crystalline powder. It is highly hygroscopic and can absorb moisture from the air, which can lead to slight clumping or structural changes if it is not properly stored.

Comment on solubility

Solubility of 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione (C27H29N O11)

The solubility of 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione is influenced by several pivotal factors. Understanding its solubility characteristics can provide valuable insights into its applications and behavior in various environments.

Factors Affecting Solubility:

  • Polarity: The presence of multiple hydroxyl (–OH) groups in the chemical structure significantly enhances polarity, which may lead to improved solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds can increase solubility in aqueous environments, particularly due to the –OH and –NH2 groups present.
  • Molecular Size: With a relatively large molecular weight of 27 carbons, this compound may exhibit limited solubility in non-polar solvents, affecting its distribution in organic solvents.
  • Functional Groups: The functional groups, such as the acetyl and tetrahydropyran moieties, may also play a role in determining the solubility by contributing to intermolecular interactions.

In summary, the solubility of this complex organic compound is likely to be moderate, exhibiting better solubility in polar solvents compared to non-polar ones. Optimal solvent choice may depend heavily on specific applications or desired chemical reactions. As a result, it is essential to conduct experimental studies to quantify its solubility under varying conditions. As the saying goes, “the right solvent makes all the difference.”

Interesting facts

Exploring 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione

The compound 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione belongs to a fascinating class of organic compounds known for their complex structure and intriguing properties. As a scientist delving into the realm of organic chemistry, it's essential to highlight several compelling aspects of this compound:

  • Structural Complexity: This compound demonstrates a multifaceted structure, which includes features like multiple hydroxyl groups, an amine functionality, and a tetracene backbone. The intricate arrangement of these functional groups positions it as a potential candidate for advanced applications in pharmaceuticals and materials science.
  • Potential Biological Activity: Due to the presence of amino and hydroxyl groups, there is a possibility that this compound exhibits interesting biological properties. Researchers often investigate such compounds for their potential as drugs, targeting various pathways in cancer treatment or anti-inflammatory responses.
  • Synthetic Pathways: The synthesis of compounds like 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione may involve intricate synthetic pathways. Understanding the methods of synthesis not only enhances the study of organic chemistry but also provides insights into how such compounds can be modified for enhanced efficacy or reduced toxicity.
  • Applications in Materials Science: Compounds similar to this one are often explored for their utility in developing organic semiconductors or dyes, given their multi-ring structures and potential for electron delocalization. The optical properties of tetracenes are particularly noteworthy in the context of light absorption and fluorescence.
  • Interdisciplinary Research: Studying this compound intertwines various fields such as medicinal chemistry, materials science, and biochemistry. This encourages collaboration among scientists from different backgrounds to unlock new methodologies and discoveries.

In summary, 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione is not merely a chemical structure; it symbolizes the essence of organic chemistry's potential to address real-world challenges through innovation and research.

Synonyms
9-acetyl-7-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
NSC256439
4-DMD HCl
Idamyin (TN) (Pharmacia)
Neuro_000120
CHEMBL1974170
SCHEMBL13488561
DTXSID00860722
NCGC00015551-02
NCGC00181106-01
KB-333775
(9S)-9-Acetyl-7-[(2R,4S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
3-Acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxyhexopyranoside
5, 9-acetyl-7-[(3-amino-2,3,6-trideoxy- .alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro- 6,9,11-trihydroxy-, hydrochloride, (7S-cis)-