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Galantamine

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Identification
Molecular formula
C17H21NO3
CAS number
357-70-0
IUPAC name
(4S,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
State
State

At room temperature, galantamine is typically found in a solid crystalline state.

Melting point (Celsius)
127.00
Melting point (Kelvin)
400.15
Boiling point (Celsius)
390.85
Boiling point (Kelvin)
664.00
General information
Molecular weight
287.35g/mol
Molar mass
287.3510g/mol
Density
1.3750g/cm3
Appearence

Galantamine is a white to off-white crystalline powder. It may also appear as colorless crystals when fully pure.

Comment on solubility

Solubility Characteristics

The solubility of the compound (4S,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one can be influenced by various factors. Understanding its solubility is crucial for applications in pharmaceuticals, medicinal chemistry, and related fields.

Solubility Factors

  • Polarity: The presence of hydroxyl groups (-OH) in the structure suggests increased polarity, likely enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvent molecules can significantly affect its solubility profile, potentially leading to greater solubility in alcohols and other protic solvents.
  • Structural Characteristics: The complex polycyclic setup and hydrophobic regions in the molecule may hinder solubility in non-polar solvents, suggesting a limited solubility in organic solvents such as hexane or benzene.

In general, it can be observed that:

  1. Compounds with similar structures often exhibit poor solubility in non-polar environments.
  2. Incorporating polar functional groups, like hydroxyls, tends to increase solubility in aqueous systems.

To summarize, the solubility of (4S,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one is likely to be moderate and would require empirical testing to elucidate the exact solubility characteristics across a variety of solvents. As with many organic compounds, the interplay of structural, electronic, and environmental factors will play a pivotal role in determining its solubility behavior.

Interesting facts

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

This compound belongs to a fascinating class of organic molecules known for their complexity and unique structural characteristics. Here are some intriguing aspects of this remarkable compound:

  • Structural Diversity: The intricate structure of this compound includes a fused ring system that is typical for many natural products, showcasing the beauty and complexity of organic chemistry.

  • Biological Relevance: Compounds with similar structures often exhibit significant biological activity, making them of interest in medicinal chemistry and drug design. Researchers are keen on exploring their potential therapeutic applications.

  • Stereochemistry: The specific stereochemical notation (4S, 7aR, 12bS) indicates the orientation of the atoms in space, which is crucial as it can vastly influence the chemical reactivity and bioactivity of the compound.

  • Natural Sources: Many complex alkaloids and other natural compounds share similar frameworks, often found in plants. Their extraction and study provide insights into nature's intricate chemical language.

  • Research Applications: This compound's detailed study may not only reveal new insights into organic synthesis but also facilitate the development of novel materials or pharmacological agents.

As a chemist or student, delving into the world of such compounds challenges the boundaries of our understanding and encourages innovative research methodologies. Compounds like this pave the way for breakthroughs in both chemistry and medicine.