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Galanthamine hydrochloride

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Identification
Molecular formula
C17H21NO3·HCl
CAS number
1953-04-4
IUPAC name
(4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride
State
State

At room temperature, Galanthamine hydrochloride is in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
213.20
Boiling point (Kelvin)
486.35
General information
Molecular weight
368.88g/mol
Molar mass
368.8840g/mol
Density
1.5300g/cm3
Appearence

Galanthamine hydrochloride appears as a white to off-white crystalline powder. It is usually odorless and has a bitter taste.

Comment on solubility

Solubility of (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one; hydrochloride

The solubility of the compound (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one in its hydrochloride form can be characterized by the following points:

  • Solvent Compatibility: This compound typically exhibits moderate solubility in polar solvents such as water or methanol, largely due to the presence of hydroxyl groups which enhance hydrogen bonding.
  • Aqueous Solubility: As a hydrochloride salt, it is often more soluble in aqueous solutions compared to its free base form, enabling effective dissolution.
  • pH Dependence: The solubility may vary with changes in pH; acidic conditions could improve solubility while neutral to basic conditions might lead to precipitation.
  • Temperature Effects: Increased temperature can generally enhance the solubility of solid compounds, making it easier to dissolve in a solvent matrix.

As a general guide, it is often stated that “the more polar the molecule, the better it is at dissolving in polar solvents.” This principle applies here, emphasizing the role of functional groups in solubility profiles. Therefore, understanding the solubility of this compound is crucial for its applications in pharmaceutical formulations and research.

Interesting facts

Interesting Facts about (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one; hydrochloride

This compound is a fascinating member of the benzofuroisoquinoline class, notable for its unique structure and potential pharmacological properties. Here are some intriguing aspects:

  • Structural Complexity: The compound features a multi-fused ring system that contributes to its stability and biological activity. The incorporation of hydroxyl groups is significant, as they can enhance solubility and reactivity.
  • Stereochemistry: Its stereocenters make it a chiral molecule. This means that different enantiomers may exhibit different biological activities, which is crucial in drug design and development.
  • Pharmacological Potential: Compounds in this class have been studied for their neuroprotective and anti-cancer activities. Their unique scaffolds make them a target for medicinal chemistry research.
  • Research Focus: Ongoing studies aim to explore the mechanism of action and therapeutic potential of such compounds, specifically in neurodegenerative diseases and cancer treatment. This highlights the importance of structural variations, which can lead to different biological outcomes.

As a chemistry student or professional, the exploration of compounds like this one presents an exciting opportunity to delve into the intricate relationship between structure and function in medicinal chemistry. The synthesis and characterization of such compounds can lead to important advancements in understanding complex biological systems.

In conclusion, the study of (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one; hydrochloride is not just about the compound itself, but also about the pathways it opens in the field of drug discovery and development.