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Cryptopleurine

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Identification
Molecular formula
C20H21NO2
CAS number
4816-95-5
IUPAC name
(6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
State
State

At room temperature, cryptopleurine exists as a solid. It is typically handled as a powder or crystalline solid in laboratory settings. Its stability and form make it amenable to storage and handling as a solid compound.

Melting point (Celsius)
186.00
Melting point (Kelvin)
459.15
Boiling point (Celsius)
477.00
Boiling point (Kelvin)
750.15
General information
Molecular weight
321.40g/mol
Molar mass
321.3950g/mol
Density
1.2875g/cm3
Appearence

Cryptopleurine is typically a pale yellow crystalline solid. Its crystalline form can appear as needles or prisms. This compound may show some fluorescence under certain lighting conditions due to its molecular structure.

Comment on solubility

Solubility of (6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

The solubility of (6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol can be influenced by several factors, given its complex molecular structure. Understanding the solubility characteristics of this compound is essential for both practical applications and theoretical studies. Here are some key points to consider:

  • Polar vs Non-Polar Solvents: This compound contains functional groups that can interact with polar solvents. Therefore, one might find it more soluble in ethanol or methanol compared to non-polar solvents like hexane.
  • Temperature Dependence: The solubility of organic compounds often increases with temperature. Thus, heating the solvent may enhance solubility.
  • pH Sensitivity: If the compound can exist in different protonation states, the pH of the solution can significantly affect its solubility.
  • Hydrogen Bonding: The presence of hydroxyl groups can lead to hydrogen bonding, which may facilitate solubility in polar solvents.

In conclusion, to maximize the solubility of (6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol, it is often recommended to carefully choose the solvent and consider factors such as temperature and pH. As highlighted, each of these aspects can play a crucial role in achieving optimal solubility for efficient utilization of this compound.

Interesting facts

Interesting Facts about (6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol

(6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol is a fascinating compound that belongs to the class of alkaloids, which are often derived from plant sources. This compound exhibits intriguing structural features and biological activities, making it a topic of interest in both synthetic and medicinal chemistry.

Structural Significance

  • Unique Ring System: The presence of a tetrahydro-dibenzoquinoline scaffold provides this compound with a complex and rigid structure, which is essential in determining its pharmacological properties.
  • Stereochemistry: The specific stereochemistry, indicated by (6aS), plays a crucial role in the compound's interaction with biological systems, influencing its efficacy and safety.

Biological Activity

This compound is part of ongoing research due to its potential biological activities, including:

  • Antimicrobial Properties: Preliminary studies suggest that it may exhibit antimicrobial effects, opening doors for potential applications in treating infections.
  • Neuroprotective Effects: There is growing interest in its role in neuroprotection, particularly for neurodegenerative disorders, as compounds with similar structures have shown promising results.

Applications in Medicinal Chemistry

Researchers are actively investigating the multifaceted potential of this compound in drug development. Its unique combination of structural and biological features places it as a candidate for:

  • Lead Compounds: Derivatives of this compound could serve as lead compounds in the development of new drugs.
  • Natural Product Synthesis: The compound's roots in natural products provide a basis for synthesizing analogs with improved activities.

Conclusion

Overall, (6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol is not just a complex chemical entity; it is a promising lead for future exploration in medicinal chemistry. As research continues to unveil its properties, we may soon understand its full potential in the pharmaceutical landscape.

Synonyms
Lirinidine
54383-28-7
(6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
(6aS)-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinolin-1-ol
RefChem:153649
(S)-2-Methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
orb1297301
SCHEMBL29467728
HY-N2307A
GLXC-01668
NSC785159
NSC785170
AKOS040760523
NSC-785159
NSC-785170
DA-75034
MS-23998
CS-0020202
G16051
(S)-5,6,6a,7-Tetrahydro-2-methoxy-6-methyl-4H-dibenzo(de,g)quinolin-1-ol
4H-Dibenzo(de,g)quinolin-1-ol, 5,6,6a,7-tetrahydro-2-methoxy-6-methyl-, (S)-