Sanguinarine

ADVERTISEMENT

Identification

Molecular formula
C20H15NO4
CAS Number
2447-54-3
IUPAC Name
(3S,4S,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-3-oxido-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-ol
Molecular Weight
332.34g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3650g/cm3
Interesting facts

Interesting Facts about (3S,4S,4aR,7S,7aR,12bS)-9-Methoxy-3-methyl-3-oxido-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-ol

This unique compound is a fascinating example of the rich diversity found in organic chemistry. With a complex structure, it belongs to the class of isoquinoline derivatives that are noteworthy for their potential pharmaceutical applications. Here are several highlights:

  • Stereochemistry: The designation of multiple stereocenters (3S, 4S, 4aR, 7S, 7aR, 12bS) indicates that this compound can exist in various chiral forms, affecting its biological activity and properties significantly.
  • Natural Compounds: Isoquinolines are often found in plants and have been studied for their physiologically active effects, such as analgesic and antimicrobial properties.
  • Medicinal Chemistry: This compound's structure suggests potential for developing new therapeutics, particularly due to the presence of the methoxy and hydroxy functional groups, which can enhance its pharmacological profile.
  • Importance of Methoxy Groups: The methoxy group is known to enhance lipophilicity and can aid in the transport of the compounds across biological membranes, which is a crucial aspect for drug development.
  • Research Frontier: Compounds like this one are the subject of ongoing research in medicinal chemistry to explore their effects and mechanisms of action, particularly in treating various diseases.

As a chemistry student or a chemist, understanding the synthesis and reactivity of such compounds is essential. Emphasis on the relationship between structure and function often becomes a pivotal theme in drug design and molecular biology. By exploring this compound, one can appreciate the beauty and complexity of the chemical world.

ADVERTISEMENT