Skip to main content

Noscapine

ADVERTISEMENT
Identification
Molecular formula
C22H23NO7
CAS number
128-62-1
IUPAC name
(4S,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
State
State

At room temperature, noscapine exists as a solid.

Melting point (Celsius)
176.00
Melting point (Kelvin)
449.15
Boiling point (Celsius)
510.00
Boiling point (Kelvin)
783.15
General information
Molecular weight
413.45g/mol
Molar mass
413.4520g/mol
Density
1.2800g/cm3
Appearence

Noscapine typically appears as a white, crystalline powder. It is odorless, possessing a slightly bitter taste.

Comment on solubility

Solubility of (4S,4aR,7S,7aR,12bS)-9-Ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol

When considering the solubility of this complex compound, several factors come into play. The compound’s intricate structure, characterized by multiple ring systems and functional groups, can greatly influence how well it dissolves in various solvents.

Key Factors Affecting Solubility:

  • Polarity: The presence of functional groups such as the ethoxy and hydroxyl groups can enhance polar interactions, often increasing solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl (-OH) group is likely to engage in hydrogen bonding, which can improve solubility in protic solvents.
  • Molecular Weight: The relatively high molecular weight of the compound may hinder solubility in some cases, particularly in less polar organic solvents.
  • Temperature: Generally, an increase in temperature can improve solubility, but the specific temperature dependence would need to be empirically determined.

It is often said that “like dissolves like,” which means that this compound might show better solubility in organic solvents compared to aqueous media, albeit with varying degrees:

  1. Moderate solubility in ethanol or methanol due to similar polar characteristics.
  2. Limited solubility in hexane due to polarity mismatches.

To sum up, while solubility data specific to this compound may not be readily available, understanding the underlying principles can provide valuable insights when predicting its solubility behavior across different solvents.

Interesting facts

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

This fascinating compound belongs to a class of complex organic molecules that often exhibit unique chemical properties and biological activity. Its intricate structure showcases the beauty and complexity of organic chemistry, providing numerous opportunities for scientific exploration.

Key Features:

  • Chirality: The compound possesses multiple chiral centers, indicating that it can exist in various stereoisomeric forms. This aspect is crucial in pharmacology, as different isomers can have dramatically different biological effects.
  • Functional Groups: The presence of an ethoxy group and a hydroxyl group contributes to its solubility and reactivity, allowing for potential modifications to enhance its properties.
  • Structural Complexity: With its fused ring system, this compound is an exemplary model for studying the interactions of polycyclic structures in medicinal chemistry.

The study of such compounds not only intrigues researchers due to their potential therapeutic benefits but also challenges students and chemists when it comes to synthesis and characterization. As chemists continually explore the properties of this compound, they often quote, “The structure dictates the function,” emphasizing the importance of understanding the relationship between a compound's conformation and its activity.

In industrial applications, compounds with similar structures have been investigated for their potential as:

  • Analgesics
  • Anticancer agents
  • Antimicrobial therapies

As research progresses, the implications of (4S,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol may pave the way for new discoveries in drug development and tailored therapies that address various medical conditions.