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Mitomycin C

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Identification
Molecular formula
C15H18N4O5
CAS number
50-07-7
IUPAC name
4,11-dihydroxy-5,12-bis[hydroxy-(1-methylaziridin-2-yl)methyl]-2,9-bis[[(3-methoxy-5-methyl-naphthalene-1-carbonyl)amino]methyl]-2,9-dimethyl-7,14-dioxo-3,6,10,13-tetraoxa-15-azabicyclo[6.6.1]pentadecane-4,11-dicarboxylic acid
State
State
At room temperature, Mitomycin C is found as a solid. Its vibrant color and crystalline form make it quite distinctive visually.
Melting point (Celsius)
360.00
Melting point (Kelvin)
633.15
Boiling point (Celsius)
109.00
Boiling point (Kelvin)
382.15
General information
Molecular weight
334.34g/mol
Molar mass
334.3100g/mol
Density
1.3000g/cm3
Appearence
Mitomycin C typically appears as a blue to purple crystalline powder. It is a solid under standard conditions and is known for its intense coloration, which can range from blue to purple, depending on the specific sample and its purity.
Comment on solubility

Solubility of 4,11-dihydroxy-5,12-bis[hydroxy-(1-methylaziridin-2-yl)methyl]-2,9-bis[[(3-methoxy-5-methyl-naphthalene-1-carbonyl)amino]methyl]-2,9-dimethyl-7,14-dioxo-3,6,10,13-tetraoxa-15-azabicyclo[6.6.1]pentadecane-4,11-dicarboxylic acid

The solubility of this complex compound can be quite intricate due to its multifaceted structure. Several factors influence its solubility:

  • Polarity: The presence of multiple hydroxyl groups and carboxylic acid functionalities generally enhances water solubility. These polar groups are effective in hydrogen bonding with water molecules.
  • Hydrophobic regions: Conversely, the inclusion of naphthalene moieties, which are hydrophobic, may reduce overall solubility in aqueous environments.
  • pH dependency: The solubility may vary significantly based on the pH of the solution, especially due to the carboxylic acid groups that can ionize at higher pH levels.
  • Temperature: Increasing the temperature may also affect solubility, as the kinetic energy of molecules tends to enhance dissolving processes.

In summary, while it is likely that this compound possesses some degree of solubility in polar solvents, particularly water, its overall solubility behavior would ultimately depend on the balance between its hydrophilic and hydrophobic attributes, as well as environmental factors such as pH and temperature. As a result, the solubility could be described as moderate to low in various aqueous environments.

Interesting facts

Interesting Facts about 4,11-Dihydroxy-5,12-bis[hydroxy-(1-methylaziridin-2-yl)methyl]-2,9-bis[[(3-methoxy-5-methyl-naphthalene-1-carbonyl)amino]methyl]-2,9-dimethyl-7,14-dioxo-3,6,10,13-tetraoxa-15-azabicyclo[6.6.1]pentadecane-4,11-dicarboxylic acid

This compound, a structurally complex molecule with a variety of functional groups, exhibits significant potential in the field of medicinal chemistry. Here are some intriguing aspects:

  • Multifunctionality: The presence of multiple hydroxy groups and dicarboxylic acid functionalities provides the compound with versatile reactivity, making it possible to modify its structure for specific applications.
  • Complex Architecture: This compound features a unique bicyclic framework, termed as 15-azabicyclo[6.6.1]pentadecane, which may influence how it interacts with biological targets, possibly enhancing selectivity.
  • Potential Biological Activity: The incorporation of aromatic regions, particularly the naphthalene derivatives, suggests potential pharmacological properties. Such structures are often associated with greater biological activity in drug design.
  • Targeting Mechanisms: The presence of an aziridine moiety, known for its ability to undergo ring-opening reactions, could play a role in the mechanisms of action of certain anticancer agents.
  • Research Opportunities: Due to the compound's intricate structure, it presents numerous avenues for exploration in drug synthesis, material science, and even the development of new catalysts.

As scientists continue to investigate compounds like this one, a deeper understanding of their biological interactions and potential therapeutic benefits could lead to significant advancements in pharmaceutical science.

To quote a well-known chemist, "Chemistry knows no boundaries; it is a science of connections." This compound exemplifies the endless possibilities that arise from combining various chemical entities in innovative ways.