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Camptothecin

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Identification
Molecular formula
C20H16N2O4
CAS number
7689-03-4
IUPAC name
[(8S)-11-amino-5-butanoyl-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
Camptothecin is a solid at room temperature, usually in the form of crystalline powder. It is insoluble in water but can dissolve in various organic solvents such as DMSO and methanol.
Melting point (Celsius)
264.00
Melting point (Kelvin)
537.15
Boiling point (Celsius)
629.50
Boiling point (Kelvin)
902.70
General information
Molecular weight
348.35g/mol
Molar mass
348.3530g/mol
Density
1.4580g/cm3
Appearence
Camptothecin typically appears as a yellow crystalline solid. This compound is characterized by its distinctively flat, planar structure, which facilitates intercalation into DNA strands. The crystals are generally needle-like or plate-like in morphology.
Comment on solubility

Solubility Characteristics

The solubility of the compound [(8S)-11-amino-5-butanoyl-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 is a factor influenced by its complex molecular structure and functional groups. The presence of both hydrophilic and hydrophobic components within the molecule contributes to its solubility properties.

Factors Affecting Solubility:

  • Polarity: The hydrophilic amino and carbamate groups may enhance solubility in polar solvents such as water.
  • Hydrophobic regions: The hydrophobic tetra-cyclic structure could limit solubility in water but increase in organic solvents.
  • Temperature: Solubility generally increases with temperature, which might improve the dissolution of the compound in various solvents.

In summary, while [(8S)-11-amino-5-butanoyl-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 could exhibit variable solubility behavior, its amphiphilic nature suggests that it possesses the potential for solubility in both polar and non-polar solvents, depending on environmental conditions. Understanding these solubility dynamics is essential for practical applications in fields such as pharmaceuticals and organic synthesis.

Interesting facts

Interesting Facts about [(8S)-11-amino-5-butanoyl-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, with its complex structure, highlights the intriguing world of organic chemistry and the diverse compounds that can arise within it. Here are some fascinating aspects to consider:

  • Structural Complexity: The compound belongs to a class of bicyclic and tricyclic compounds known for their distinct rings and functional groups, offering a unique challenge in synthetic organic chemistry.
  • Biological Activity: Many compounds similar to this one are explored for their potential biological activities, including antimicrobial and anticancer properties. The presence of amino groups often plays a significant role in how these compounds interact with biological systems.
  • Research Significance: The intricate structure of this compound makes it a subject of investigation within medicinal chemistry, particularly as researchers seek to develop new pharmaceuticals that could lead to breakthroughs in treating various conditions.
  • Mechanism of Action: While the exact mechanism of action for this compound may require further study, understanding such compounds can shed light on how modifications in chemical structure influence their efficacy and specificity.
  • Synthetic Routes: The synthetic pathways leading to the formation of such a complex compound can be quite elaborate, often involving multiple steps and a range of reagents, showcasing the creativity and skill of chemists.

"The beauty of chemistry lies in the complexity that nature provides and the creativity it inspires in our attempts to mimic it."

In summary, [(8S)-11-amino-5-butanoyl-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 is not just a compound with a fascinating name; it is a gateway into the rich and complex interactions that define the discipline of chemistry.

Synonyms
DTXSID30960961
(6-Amino-1-butanoyl-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