Skip to main content

Sanguinarine

ADVERTISEMENT
Identification
Molecular formula
C20H14NO4+
CAS number
2447-54-3
IUPAC name
3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol
State
State
Sanguinarine is usually in a solid-state at room temperature. It is often found in the form of its salts such as sanguinarine chloride, which are more soluble in water compared to the free base form. It is also known for being hydrophobic in its pure alkaloid form.
Melting point (Celsius)
275.00
Melting point (Kelvin)
548.15
Boiling point (Celsius)
266.00
Boiling point (Kelvin)
539.15
General information
Molecular weight
332.34g/mol
Molar mass
332.3350g/mol
Density
1.3600g/cm3
Appearence

Sanguinarine is a crystalline alkaloid that appears as a white to yellowish crystalline powder. When observed under a microscope, it may show needle-like or prismatic crystal structures. It is sensitive to light and air, which can cause it to oxidize and change color.

Comment on solubility

Solubility of 3,10-Dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol

The solubility of the compound 3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol can be characterized by several key factors. Understanding solubility is essential for various applications, including pharmaceuticals, where this compound may have potential therapeutic uses. Here are some important aspects to note:

  • Polarity: The presence of multiple methoxy (-OCH3) groups indicates that the compound may have polar characteristics, which can enhance its solubility in polar solvents.
  • Functional Groups: The –OH groups in the structure often improve solubility in water due to hydrogen bonding capabilities.
  • Solvent Interaction: The solubility behavior can vary significantly depending on the solvent used - the compound may dissolve well in solvents like ethanol and methanol, whereas it might have limited solubility in non-polar solvents such as hexane.
  • pH Influence: As a quaternary ammonium compound, its solubility can also be influenced by pH; in acidic solutions, the cationic form may be more soluble.

In summary, while 3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol is expected to exhibit some degree of solubility in water due to its functional groups, its overall solubility profile is shaped by solvent choice and environmental conditions. Therefore, further empirical studies would be beneficial to assess its solubility comprehensively.

Interesting facts

Interesting Facts about 3,10-Dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol

This compound is a fascinating member of the isoquinoline family, a class of heterocyclic compounds that piques the interest of many chemists due to their diverse biological activities. Isoquinolines often appear in a variety of natural products and pharmaceuticals, making them significant in medicinal chemistry.

Key Features and Insights:

  • Structural Complexity: The intricate structure of this compound features multiple rings and substituents, including methoxy groups, which are known to enhance biological activity.
  • Biological Significance: Compounds like this one are often studied for their potential pharmacological effects, including anti-cancer, anti-inflammatory, and neuroprotective properties.
  • Synthetic Challenges: The synthesis of such complex molecules can pose significant challenges, often requiring advanced techniques in organic synthesis and a deep understanding of reaction mechanisms.
  • Research Potential: This compound may serve as a lead structure for developing new drugs, as well as providing insights into the structure-activity relationship (SAR) between various substituents and biological effectiveness.

As a scientist or chemistry student, it is essential to appreciate the broader implications of studying such compounds. They not only expand our understanding of organic chemistry but also contribute to significant advancements in medical science. "Every compound has a story to tell," and the story behind 3,10-dimethoxy-7-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-2,9-diol is one that intertwines complexity, creativity, and the quest for innovative therapies.

Synonyms
(-)-Cyclanolin
CHEMBL2008127
SCHEMBL30475190
BCP25162
NCI60_030399
DB-050135
5227B