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Tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline

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Identification
Molecular formula
C20H23NO3
CAS number
52785-27-4
IUPAC name
(4S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
State
State

At room temperature, this compound exists as a solid. Due to its relatively high molecular weight, it tends to have a stable structure, allowing it to remain solid under standard conditions without decomposing.

Melting point (Celsius)
176.50
Melting point (Kelvin)
449.70
Boiling point (Celsius)
465.20
Boiling point (Kelvin)
738.20
General information
Molecular weight
313.38g/mol
Molar mass
313.3840g/mol
Density
1.3100g/cm3
Appearence

This compound typically appears as a white crystalline solid. Its crystals may reflect light, giving it a slightly lustrous appearance. However, the exact appearance can be influenced by purity and preparation methods.

Comment on solubility

Solubility of (4S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline

The solubility of the compound (4S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline can be quite complex due to its intricate molecular structure. Here are some key points to consider:

  • Polarity: The presence of multiple methoxy groups suggests potential polar characteristics, which may enhance solubility in polar solvents such as water or ethanol.
  • Hydrophobic Regions: Conversely, the tetrahydroisoquinoline structure introduces regions that can be hydrophobic, potentially limiting solubility in water but enhancing solubility in organic solvents like chloroform or dichloromethane.
  • Solvent Interaction: The behavior of this compound in different solvents can vary dramatically. For example:
    • High solubility in polar solvents may indicate favorable interactions.
    • Limited solubility in less polar solvents may suggest that steric hindrance and hydrophobic interactions play a significant role.
  • Temperature Dependency: The solubility may also change with temperature; generally, solubility increases with temperature in solids.

As stated in scientific literature, "The solubility of organic compounds often hinges not just on their chemical composition but also on their structural intricacies." Thus, further experimental studies would be essential to accurately determine the solubility profile of this fascinating compound.


Interesting facts

Exploring (4S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline

This intriguing compound, known for its complex structure, belongs to the class of isoquinoline alkaloids, which are a large group of naturally occurring compounds that exhibit a variety of biological activities. One might find the following facts particularly engaging:

  • Alkaloidal Significance: Isoquinoline derivatives, including this particular compound, are known for their diverse pharmacological properties, such as anti-inflammatory and anti-cancer effects. The presence of multiple methoxy groups contributes to its unique chemical reactivity and potential bioactivity.
  • Stereo-specificity: The specific stereochemistry represented by the configurations (4S, 7aR, 12bS) illustrates the importance of 3D orientation in biological activity, as even minor changes can significantly affect how a compound interacts with biological systems.
  • Research Applications: Compounds of this nature are often the subject of medicinal chemistry studies aimed at discovering new drugs. Their structural diversity allows researchers to modify them to improve efficacy and reduce side effects.
  • Natural Sources: Similar alkaloids can be isolated from various plant species, indicating the compound's potential as a natural product. This underlines the significance of biodiversity in drug discovery.

As you delve deeper into the world of this compound, you'll appreciate not just its intricate chemical structure but also the extensive research avenues it opens for scientists interested in medicinal chemistry and pharmacognosy.

In summary, (4S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline offers a fascinating glimpse into how complex molecular architecture can lead to exciting therapeutic possibilities!

Synonyms
Oprea1_490903