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Doxorubicin Hydrochloride

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Identification
Molecular formula
C27H29NO11 • H2SO4
CAS number
25316-40-9
IUPAC name
methyl 11-acetoxy-13-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
State
State

The compound is in a solid state at room temperature. It is usually handled as a fine powder.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
338.00
Boiling point (Kelvin)
611.15
General information
Molecular weight
543.52g/mol
Molar mass
579.9940g/mol
Density
0.9674g/cm3
Appearence

The compound typically appears as a red-orange crystalline solid. It is notable for its bright coloration.

Comment on solubility

Solubility of Methyl 11-acetoxy-13-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate; sulfuric acid

The solubility of such a complex compound is influenced by various factors. Given its intricate structure and functional groups, one might expect the following characteristics regarding its solubility:

  • Polarity: The presence of multiple functional groups, including acetoxy and hydroxy, suggests potential for increased polarity, which may enhance solubility in polar solvents.
  • Solvent Compatibility: This compound may be more soluble in alcohols and dimethyl sulfoxide (DMSO), and less so in hydrocarbons.
  • Acid-Base Considerations: The interaction with sulfuric acid can further influence solubility, promoting protonation or ionization of certain groups, potentially enhancing solubility in certain conditions.
  • Temperature Effects: Increased temperature often improves solubility, particularly for organic compounds, which could be relevant for this compound’s application.

In conclusion, while predictable trends can be noted, the specific solubility characteristics will ultimately depend on numerous environmental and chemical factors. It is essential to conduct empirical testing to elucidate the solubility profile of this compound in various solvents.

Interesting facts

Methyl 11-acetoxy-13-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

This compound is a remarkable example of synthetic organic chemistry, showcasing the intricate structures that can be constructed through precise chemical reactions. Its complexity arises from the presence of multiple functional groups, including acetoxy, formyl, and methoxy, which contribute to its diverse chemical reactivity and potential applications in various fields.

Key Features:

  • Complex Structure: The compound features a fascinating arrangement of multiple rings and functional groups, which makes it a subject of interest in studies of molecular architecture.
  • Potential Applications: Due to its unique chemical properties, this compound could have implications in pharmacology, particularly in drug design and development.
  • Diazatetracyclo System: The diazatetracyclo structure indicates nitrogen as a key component, which can influence the compound's biological activity and interactions.
  • Synthesis Challenges: The synthesis of such a complex compound often involves multi-step synthetic pathways, requiring skilled techniques in both organic chemistry and purification methods.

Moreover, compounds of this caliber are often used in the fashioning of novel materials and could pave the way for advanced research in drug delivery systems. As a student of chemistry, encountering such multifaceted compounds can be both a challenge and an inspiration, reminding us of the power and creativity within the realm of chemistry.

As chemists, we continuously strive to unravel the complexities of such compounds, acknowledging the intricate balance between structure and function that defines molecular design. This compound certainly serves as a testament to the innovative potential of chemical research.