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Tropacocaine

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Identification
Molecular formula
C19H25NO5
CAS number
596-43-0
IUPAC name
[(4aS,8aR)-2-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-5-yl] 3,4,5-trimethoxybenzoate
State
State

At room temperature, Tropacocaine is typically a solid compound.

Melting point (Celsius)
43.00
Melting point (Kelvin)
316.15
Boiling point (Celsius)
222.00
Boiling point (Kelvin)
495.15
General information
Molecular weight
335.42g/mol
Molar mass
335.3870g/mol
Density
1.1762g/cm3
Appearence

Tropacocaine is a colorless compound that typically appears as a crystalline solid. It may also be encountered as a white powder depending on its preparation and purity.

Comment on solubility

Solubility Characteristics

The solubility of [(4aS,8aR)-2-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-5-yl] 3,4,5-trimethoxybenzoate is influenced by a variety of factors, highlighting its unique properties.

Factors Influencing Solubility

  • Polar vs Nonpolar: The molecular structure indicates a substantial presence of nonpolar regions which may lead to limited solubility in polar solvents. Conversely, the presence of methoxy groups suggests some affinity for polar environments.
  • Hydrogen Bonding: The compound's potential to engage in hydrogen bonding, particularly with polar solvents like water or alcohols, can enhance solubility compared to purely hydrophobic compounds.
  • Temperature Dependency: Solubility often increases with temperature, which can be significant for this compound during various solubilization processes.

In conclusion, the solubility of this compound can be described as moderate in polar solvents while perhaps exhibiting limited solubility in nonpolar solvents. Understanding these aspects of solubility is essential for its effective application and utilization in various chemical contexts, particularly in medicinal chemistry where solubility can significantly impact bioavailability.

Interesting facts

Interesting Facts about [ (4aS,8aR)-2-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinolin-5-yl] 3,4,5-trimethoxybenzoate

This compound is a fascinating member of the isoquinoline family, which is renowned for its rich chemical diversity and therapeutic potential. The structural complexity of this compound, featuring multiple ring systems, indicates its possible bioactivity and applications in medicine and pharmacology.

Chemical Structure and Composition

The compound comprises two main components:

  • Isoquinoline moiety: This portion of the molecule is significant due to its occurrence in various natural products and bioactive compounds.
  • 3,4,5-trimethoxybenzoate group: This effectively enhances the compound's ability to interact with biological systems, potentially increasing its therapeutic value.

Potential Applications

Due to its unique structure, this compound may exhibit a range of biological activities:

  • Antimicrobial properties: Compounds with isoquinoline frameworks have been studied for their potential to combat various pathogens.
  • Anticancer activity: Studies suggest that derivatives of isoquinoline may play a role in targeting cancer cells.
  • Neuroprotective effects: Some isoquinolines are implicated in neuroprotective mechanisms, making them a point of interest for treating neurodegenerative diseases.

Research Highlights

Researchers have noted the importance of tailoring the substituents on the isoquinoline structure to optimize the desired biological activity. For instance:

  • Specific substitutions: The presence of methoxy groups on the benzoate can significantly alter the compound's pharmacokinetics.
  • Stereochemistry: The specific stereochemical orientation (4aS, 8aR) can affect how the compound interacts with biological targets.

In summary, the compound's intricate design not only highlights the beauty of organic synthesis but also opens doors to exploring its medicinal potential. As researchers continue to unveil the intricacies of such compounds, the horizon of potential applications expands, promising exciting discoveries in the realms of chemistry and pharmacology.

Synonyms
18429-83-9
5-Isoquinolinol, decahydro-2-methyl-, 3,4,5-trimethoxybenzoate
trans-3,4,5-Trimethoxybenzoic acid decahydro-2-methyl-5-isoquinolyl ester
trans-9,10-t-5-H-5-(3,4,5-Trimethoxybenzoyloxy)-2-methyldecahydroisoquinoline
BENZOIC ACID, 3,4,5-TRIMETHOXY-, DECAHYDRO-2-METHYL-5-ISOQUINOLYL ESTER, trans-
DTXSID50939816
2-Methyldecahydroisoquinolin-5-yl 3,4,5-trimethoxybenzoate