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Doxorubicin hydrochloride

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Identification
Molecular formula
C27H30ClNO11
CAS number
25316-40-9
IUPAC name
(6S,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione;hydrochloride
State
State

At room temperature, doxorubicin hydrochloride is a solid. It's important to handle this compound carefully as it is a cytotoxic drug used primarily in chemotherapy for cancer treatment.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
364.15
Boiling point (Kelvin)
637.30
General information
Molecular weight
579.98g/mol
Molar mass
579.9840g/mol
Density
1.6305g/cm3
Appearence

Doxorubicin hydrochloride typically appears as a dark red, crystalline powder. It is often supplied as a lyophilized powder that requires reconstitution for medical use. The compound is also noted for its intense coloration, which is due to its anthracycline chromophore structure.

Comment on solubility

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

The compound designated as (6S,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione; hydrochloride (C27H30ClNO11) exhibits a specific behavior concerning its solubility, which can be influenced by various factors. Here are some key insights into its solubility characteristics:

  • Polar Nature: Due to the presence of multiple hydroxyl (-OH) groups and an amino (-NH2) group, this compound is likely to exhibit good solubility in polar solvents such as water.
  • Hydrochloride Formation: As a hydrochloride salt, the compound’s solubility may be enhanced compared to its free base form, making it more soluble in aqueous solutions.
  • Influence of Temperature: Solubility can be temperature-dependent; generally, an increase in temperature may enhance solubility in solvents.
  • pH Sensitivity: The solubility may also vary with changes in pH, as both amino and hydroxyl groups can interact differently with protons in solution.

Overall, the solubility profile of this compound is influenced by its functional groups, ionic character, and environmental conditions. As a result, careful consideration of these factors is necessary when predicting its solubility in various solvents.

Interesting facts

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

This compound is a fascinating example of a complex organic molecule exhibiting a range of interesting chemical properties and biological activities. Its intricate structure presents several noteworthy features:

  • Stereochemistry: The compound possesses multiple stereocenters, specifically at positions 6 and 12a. This aspect of stereochemistry contributes to its potential interactions with biological systems, influencing its pharmacological profile.
  • Functional Groups: The presence of functional groups such as amino, hydroxy, and dimethylamino plays a critical role in the compound's reactivity and solubility. These groups can form hydrogen bonds, making the compound highly versatile in chemical reactions.
  • Pharmacological Potential: Many compounds featuring similar structural motifs have been investigated for their potential therapeutic effects. While further research is required, this compound’s complex structure indicates it could hold promise in medicinal chemistry.
  • Applications: Due to its unique characteristics, this compound may find applications in various fields such as organic synthesis, pharmaceuticals, and materials science.

As a student of chemistry, one would appreciate how the synthesis and study of such complex molecules reveal profound connections between structure and function in chemistry. It might be said that, as one scientist noted, "The intricate dance of atoms and bonds in a molecule is a reflection of nature's art, waiting to be understood."

In summary, (6S,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione; hydrochloride is not just a compound but a gateway to exploring the complexities of organic chemistry and its application in real-world problems!