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Camptothecin

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

Camptothecin is a solid at room temperature, forming pale yellow or off-white crystalline powder. It is poorly soluble in water but can be dissolved in some organic solvents.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
907.00
Boiling point (Kelvin)
1 180.15
General information
Molecular weight
348.35g/mol
Molar mass
348.3530g/mol
Density
1.4210g/cm3
Appearence

Camptothecin is a crystalline compound that typically appears as a pale yellow or off-white powder. It exhibits a needle-like crystal structure under certain crystallization conditions.

Comment on solubility

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

The solubility of a compound in various solvents is a critical aspect that influences its applicability and effectiveness in different chemical and biological environments. This specific compound, with its complex structure, presents unique challenges and opportunities regarding solubility.

In general, the solubility of organic compounds can be influenced by several factors:

  • Polarity: Polar molecules tend to dissolve well in polar solvents, while nonpolar molecules prefer nonpolar solvents.
  • Temperature: Often, an increase in temperature results in increased solubility for many solid solutes.
  • Molecular Structure: Functional groups present can significantly alter the solubility; for instance, the presence of amino and methoxy groups typically enhances solubility in polar solvents.

For the compound in question, we may expect:

  • Moderate to high solubility in aqueous solutions due to the presence of polar functional groups.
  • Potential solubility in organic solvents, although this will depend on the solvent's chemical nature.

Understanding these solubility characteristics is essential when considering this compound for pharmaceutical applications, as solubility directly impacts absorption and bioavailability. As a rule of thumb, the solubility profile can help predict behavior in biological systems, and is often encapsulated in the saying: “Like dissolves like.” Thus, comprehensive solubility studies are indispensable for this compound’s utilization in real-world scenarios.

Interesting facts

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

This intriguing compound is a member of the class of compounds known as carbamates, which are widely recognized for their roles in pharmaceuticals and agrochemicals. Here are some captivating insights:

  • Diverse Applications: This compound has potential applications in various fields, particularly in medicinal chemistry where it might act as an intermediate in the synthesis of biologically active molecules.
  • Catalytic Role: Some carbamate derivatives are known to serve as catalysts in organic reactions, showcasing the versatility of this class of compounds.
  • Complex Structure: The compound features a complex tetracyclic structure, which can lead to intriguing stereoelectronic properties that might affect its reactivity and interaction with biological targets.
  • Potential Therapeutic Benefits: While research is ongoing, some derivatives of related carbamates have demonstrated promising activity against various diseases, including cancer and certain infectious diseases.
  • Environmental Impact: Like many carbamates, this compound's stability and decomposition characteristics in the environment can provide insight into its ecological footprint, raising questions about its safety and biodegradability.

As scientists continue to explore the potential of carbamates, compounds like this one showcase the intricate balance between molecular structure and biological function. The synthesis and study of compounds with such elaborate backbones open doors to groundbreaking discoveries in both chemistry and medicine.

Overall, the complexities and possibilities surrounding this compound highlight the importance of ongoing research and innovation in the field of chemical science.

Synonyms
DTXSID90960962
(6-Amino-8a-methoxy-5-methyl-4,7-dioxo-1-propanoyl-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl hydrogen carbonimidate