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Topotecan

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Identification
Molecular formula
C23H23N3O5
CAS number
123948-87-8
IUPAC name
N-(2-aminophenyl)-6-[5-hydroxy-1,3-dioxo-6-(1-piperidylmethyl)benzo[de]isoquinolin-2-yl]hexanamide
State
State
Topotecan is generally found as a solid at room temperature. It is often encountered in a powdered form which is used for pharmaceutical preparations.
Melting point (Celsius)
213.00
Melting point (Kelvin)
486.15
Boiling point (Celsius)
715.90
Boiling point (Kelvin)
989.05
General information
Molecular weight
421.45g/mol
Molar mass
421.4520g/mol
Density
1.3790g/cm3
Appearence
Topotecan usually appears as a pale yellow to greenish-yellow solid. It may exist in crystalline form, typically when purified.
Comment on solubility

Solubility of N-(2-aminophenyl)-6-[5-hydroxy-1,3-dioxo-6-(1-piperidylmethyl)benzo[de]isoquinolin-2-yl]hexanamide

The solubility of the compound N-(2-aminophenyl)-6-[5-hydroxy-1,3-dioxo-6-(1-piperidylmethyl)benzo[de]isoquinolin-2-yl]hexanamide (C23H23N3O5) can be characterized by several key factors:

  • Polar Nature: The presence of both amine and hydroxyl functional groups in the compound suggests a degree of polarity, which typically enhances solubility in polar solvents such as water.
  • Hydrophobic Regions: The hydrophobic areas contributed by the isoquinoline and hexanamide structures may impede its solubility in highly polar solvents.
  • Solvent Interaction: It is likely that this compound demonstrates differential solubility; it may dissolve better in organic solvents like ethanol or dimethyl sulfoxide (DMSO) compared to water.

Overall, while the multiple functional groups provide some potential for solubility in polar environments, the presence of hydrophobic sections could limit its overall solubility spectrum. Hence, it is essential to evaluate solubility empirically for practical applications. To quote a common phrase in chemistry, "Like dissolves like," and understanding this compound's unique structure will guide us in selecting the appropriate solvents for its use.

Interesting facts

Interesting Facts about N-(2-Aminophenyl)-6-[5-hydroxy-1,3-dioxo-6-(1-piperidylmethyl)benzo[de]isoquinolin-2-yl]hexanamide

This complex organic compound belongs to a fascinating class of molecules known for their diverse applications in medicinal chemistry. Here are some intriguing insights about it:

  • Structure Complexity: The compound exhibits a multi-functional structure, featuring an amino group, hydroxyl groups, and a piperidine moiety, which contribute to its potential activity and reactivity.
  • Potential Therapeutic Uses: Compounds of this nature are often investigated for their roles in therapeutic settings, particularly in the realm of cancer treatment and neuroprotection, due to their ability to modulate various biochemical pathways.
  • Isoquinoline Derivative: The presence of the benzo[de]isoquinoline framework is particularly noteworthy, as isoquinoline compounds are known for their rich pharmacological properties, including anti-inflammatory and analgesic effects.
  • Development of Drug Candidates: Each component of this molecule can be tweaked to enhance efficacy or reduce toxicity, making it an excellent candidate for drug development. Fallacious molecules can be tailored by altering functional groups.
  • Research Significance: Studies involving such compounds can lead to a deeper understanding of their mechanism of action, toxicity profiles, and interactions with biological targets, paving the way for innovative therapies.

Overall, N-(2-aminophenyl)-6-[5-hydroxy-1,3-dioxo-6-(1-piperidylmethyl)benzo[de]isoquinolin-2-yl]hexanamide embodies the intersection of structural chemistry and biology, highlighting the intricate relationships between molecular architecture and biological activity.

Synonyms
CHEMBL329745
HDInhib_000011
SCHEMBL13784011
BDBM50137839
6-(5-Hydroxy-1,3-dioxo-6-piperidin-1-ylmethyl-1H,3H-benzo[de]isoquinolin-2-yl)-hexanoic acid (2-amino-phenyl)-amide