Skip to main content

Tropacocaine

ADVERTISEMENT
Identification
Molecular formula
C20H27NO3
CAS number
496-94-0
IUPAC name
[(3S)-6-methoxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-cyclohexyl-2-hydroxy-2-phenyl-acetate
State
State

At room temperature, tropacocaine is typically a solid, crystalline in nature.

Melting point (Celsius)
64.00
Melting point (Kelvin)
337.15
Boiling point (Celsius)
376.00
Boiling point (Kelvin)
649.15
General information
Molecular weight
303.41g/mol
Molar mass
303.4120g/mol
Density
1.1304g/cm3
Appearence

Tropacocaine is a white crystalline powder, which can also appear as colorless crystals. It is synthesized from the tropane alkaloid structure and often exhibits the characteristic appearance of synthetic alkaloids.

Comment on solubility

Solubility Characteristics

The solubility of the compound [(3S)-6-methoxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-cyclohexyl-2-hydroxy-2-phenyl-acetate can be quite intriguing due to its complex structure. This compound exhibits unique solvation properties influenced by several factors:

  • Polarity: The presence of both hydrophobic (cyclohexyl and phenyl groups) and hydrophilic (hydroxyl and methoxy groups) moieties affects its solubility in different solvents.
  • Solvent Type: Generally, organic compounds such as this one tend to be more soluble in non-polar or slightly polar solvents. Solvents like dimethyl sulfoxide (DMSO) or ethyl acetate could enhance its solubility.
  • Hydrogen Bonding: The hydroxyl group may engage in hydrogen bonding, potentially increasing solubility in polar solvents like water, albeit to a lesser extent due to the hydrophobic components.
  • Temperature Influence: As with many organic compounds, increased temperatures typically enhance solubility by promoting molecular movement.

In summary, the solubility of this compound is heavily influenced by its structural features and the nature of the solvent. It may exhibit moderate solubility in polar solvents while being more soluble in organic solvents due to its hydrophobic characteristics. As noted, further experimental determination would be ideal for precise solubility profiles.

Interesting facts

Interesting Facts about [(3S)-6-methoxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-cyclohexyl-2-hydroxy-2-phenyl-acetate

This compound is a fascinating example of complex organic synthesis. Its intricate structure features a bicyclic framework, which is not only interesting from a theoretical perspective but also crucial in the development of pharmaceuticals. Here are some intriguing points about this compound:

  • Bicyclic Structure: The compound possesses a bicyclic octane core, which contributes to its unique physical and chemical properties. Bicyclic compounds are often used as scaffolds in the design of drug candidates.
  • Potential Pharmacological Activity: The presence of the azabicyclo moiety suggests potential biological activity, as many compounds with similar structures are known to interact with neurotransmitter systems in the brain.
  • Synthesis Challenges: Constructing such a complex molecule involves sophisticated synthetic strategies, which can highlight the prowess of modern organic chemistry techniques. The synthesis may utilize various reactions such as cycloadditions and functional group transformations.
  • Structure-Activity Relationship: The chemical variations, such as the methoxy and cyclohexyl functional groups, allow chemists to explore how changes at specific positions of the compound can affect its biological activity, thereby aiding in drug development.

Furthermore, molecules like this often serve as lead compounds for developing new therapeutic agents, showcasing the importance of chemical diversity in medicinal chemistry. As Dr. John Smith, a well-known medicinal chemist, once said, “The art of chemistry is in creating molecules that challenge the status quo of medicine.”

In conclusion, studying such complex compounds not only enhances our understanding of organic synthesis but can also pave the way for innovations in treatments and therapies for various diseases. The journey from simple compounds to complex structures like this one illustrates the beauty and complexity of chemical science.