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Camptothecin

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Identification
Molecular formula
C20H16N2O4
CAS number
7689-03-4
IUPAC name
[(7R,8S)-11-(dimethylamino)-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
State
State

At room temperature, camptothecin is typically a solid. It is insoluble in water but soluble in some organic solvents. It is often handled as a solid in the pharmaceutical industry and research laboratories.

Melting point (Celsius)
264.00
Melting point (Kelvin)
537.15
Boiling point (Celsius)
379.20
Boiling point (Kelvin)
652.35
General information
Molecular weight
348.35g/mol
Molar mass
348.3520g/mol
Density
1.4502g/cm3
Appearence

Camptothecin is a colorless to pale yellow crystalline solid. It often appears as fine crystals or powder. Its crystalline structure can exhibit some degree of radiance, giving it a somewhat lustrous appearance.

Comment on solubility

Solubility of [(7R,8S)-11-(dimethylamino)-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

This complex compound demonstrates intriguing properties regarding its solubility, influenced significantly by its structural characteristics. In general, solubility can depend on several factors including polarity, functional groups, and the presence of hydrogen-bonding capabilities. Here are some key points regarding its solubility:

  • Polarity: The presence of polar functional groups, such as the carbamate moiety, often enhances solubility in water.
  • Hydrophobic regions: The tetracyclic structure introduces substantial hydrophobic character, which may limit solubility in aqueous environments.
  • Solvent interaction: Solubility is highly influenced by the solvent medium; it may display varying solubilities in organic solvents versus polar solvents.
  • Conformational flexibility: The varying conformations that the compound can adopt may affect molecular interactions, contributing to solubility behavior.

Overall, while the compound's hydrophilic functional groups suggest some level of solubility in aqueous solutions, the significant hydrophobic and complex aspects of its structure likely contribute to a variable solubility profile. As coined by chemists, "like dissolves like," highlighting the importance of solvent compatibility in predicting solubility outcomes.

Interesting facts

Interesting Facts about [(7R,8S)-11-(dimethylamino)-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

This compound, despite its complex structure, showcases fascinating characteristics pertinent to its pharmaceutical applications and molecular diversity. Here are some engaging insights:

  • Pharmacological Significance: The chemical structure suggests potential use in medicinal chemistry, particularly as a candidate for drug development due to its structural features that commonly interact with biological systems. The presence of the dimethylamino and methoxy groups may play critical roles in modulating bioactivity.
  • Unique Structural Framework: The tetracyclic core of this compound is noteworthy. Tetracyclic compounds are known for their stability and ability to undergo complex biological transformations. This particular arrangement also affords multiple chiral centers, providing opportunities for stereo-specific interactions within biological systems.
  • Synthesis Challenges: Creating such a complex molecule often requires sophisticated synthetic strategies. Chemists may employ multi-step reactions, each designed to build parts of the molecule while preserving the integrity of the functional groups involved.
  • Potential Mechanism of Action: While the exact mechanism of action for this compound remains to be studied, compounds with similar functional groups often interact with enzymes or receptors, altering their activity. This could reveal new pathways for therapeutic discovery.
  • Research Potential: With ongoing advances in medicinal chemistry, there is ample opportunity for researchers to investigate this molecule further. Studies could focus on its efficacy and safety profile, possibly leading to novel pharmaceuticals.

Overall, the intricate nature of this compound illustrates the beauty and complexity of organic chemistry, paving the way for further exploration in both academic and industrial settings.

Synonyms
DTXSID80960870
[6-(Dimethylamino)-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl hydrogen carbonimidate