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Sanguinarine

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Identification
Molecular formula
C20H15NO4
CAS number
2447-54-3
IUPAC name
(4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
State
State

This compound exists as a solid at room temperature, typically forming crystalline structures.

Melting point (Celsius)
184.00
Melting point (Kelvin)
457.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
332.39g/mol
Molar mass
332.3880g/mol
Density
1.3000g/cm3
Appearence

(4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol, commonly known as Sanguinarine, appears as a white to off-white crystalline powder. It is known for its alkaloid nature and is primarily found in certain plant species.

Comment on solubility

Solubility of (4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

The solubility of the compound (4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol (C20H15NO4) is an intriguing aspect that showcases its chemical behavior in various solvents. As a complex organic molecule, its solubility can significantly vary depending on the conditions and solvent used. Here are key points concerning its solubility:

  • Polar Solvents: Generally, compounds containing hydroxyl groups (–OH) tend to exhibit higher solubility in polar solvents such as water, methanol, and ethanol. This is due to the ability of the hydroxyl groups to engage in hydrogen bonding.
  • Non-Polar Solvents: Conversely, non-polar solvents like hexane or benzene may see lower solubility for this compound due to its polar functional groups, which do not interact favorably with non-polar environments.
  • Temperature Dependence: Solubility often increases with temperature; hence, assessing the solubility at elevated temperatures may reveal further insights into the solubility characteristics of this compound.
  • pH Influence: The solubility may also be impacted by the pH of the solution, especially if the compound can be ionized under specific conditions, thus altering its interaction with solvents.

In summary, the solubility of C20H15NO4 is a multifaceted subject dominated by the presence of functional groups, the nature of the solvent, temperature conditions, and the surrounding pH. Understanding these parameters is crucial for its application in various chemical processes.

Interesting facts

Interesting Facts about (4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

This compound, with a complex structure, is part of the isoquinoline family, which is notable for its wide range of biological activities. Here are some captivating insights into this unique chemical:

  • Natural Origins: Isoquinolines are often found in various plants and are considered important in traditional medicine due to their diverse pharmacological effects.
  • Multifunctional Applications: Compounds like this one have been researched for their potential uses in treating several medical conditions, including cancer, pain management, and anti-inflammatory processes.
  • Synthesis Challenges: The synthesis of this compound involves intricate methods that reflect the challenges chemists face in creating multi-ringed structures while ensuring high yield and purity.
  • Structural Complexity: Its detailed 3D conformation provides insights into how molecular shape influences biological activity, opening potential pathways for drug design.
  • Research Opportunities: The compound’s unique OH groups may engage in hydrogen bonding, which is crucial for drug interaction in biological systems, making it a significant point of study for medicinal chemists.

In summary, the exploration of (4R,4aS,7R,12bR)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol is not just an academic pursuit; it is a journey into the potential of nature-derived compounds to aid in human health. As researchers delve deeper, they might uncover more about its biochemical pathways and interactions, paving the way for innovative therapies.