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Galantamine

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Identification
Molecular formula
C17H21NO3
CAS number
1953-04-4
IUPAC name
2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol
State
State

Galantamine is typically found in a solid crystalline state at room temperature.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
438.00
Boiling point (Kelvin)
711.15
General information
Molecular weight
287.37g/mol
Molar mass
287.3670g/mol
Density
1.3140g/cm3
Appearence

Galantamine appears as a white, crystalline powder. It is commonly used in the form of its hydrobromide salt which shares this white crystalline appearance.

Comment on solubility

Solubility of 2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol

The solubility of 2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol can be quite intriguing due to its complex structure. Factors influencing the solubility of this compound include:

  • Polarity: The presence of methoxy groups (–OCH3) in the molecule generally enhances solubility in polar solvents.
  • Hydrophobic interactions: The hexahydrobenzoquinolizin structure signifies a hydrophobic character, which can lead to decreased solubility in aqueous environments.
  • Hydrogen bonding: The hydroxyl group (–OH) can engage in hydrogen bonding, enhancing solubility in alcohols and other polar solvents.

In practice, one might find that:

  • The compound exhibits better solubility in organic solvents like ethanol or dimethyl sulfoxide (DMSO).
  • It may show limited solubility in water due to the hydrophobic parts of the molecule.

In summary, while the presence of certain functional groups may improve solubility in specific solvents, the overall solubility behavior of 2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol is a balance between polar and non-polar characteristics. As a result, this compound is likely to be more soluble in non-aqueous media than in aqueous solutions.

Interesting facts

Interesting Facts About 2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol

This compound belongs to a fascinating class of organic molecules known for their complex structures and potential biological activity. Known informally as a sophisticated alkaloid, it exhibits intriguing properties that can lead to important applications in pharmaceuticals and medicinal chemistry.

Key Characteristics

  • Unique Structure: The compound features a multi-ring system that is not only structurally intricate but also contributes to its possible bioactivity.
  • Functional Groups: With two methoxy groups and a hydroxyl group, its chemical functionality allows for various interactions, enhancing its potential applications.
  • Synthetic Pathways: The synthesis of such complex molecules often involves innovative approaches in organic chemistry, showcasing the creativity required in the laboratory.

Potential Applications

  • Pharmaceutical Research: Compounds with similar structures often show promise in drug discovery due to their ability to interact with biological targets.
  • Natural Product Mimics: This compound may mimic naturally occurring biologically active compounds, offering insights into new therapeutic agents.

In summary, 2-ethyl-3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol stands out not just because of its structural challenges but also due to the potential it holds in scientific advancements. As stated by renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas," emphasizing the boundless possibilities that compounds like this one bring to the field of chemistry.

Synonyms
303-75-3
RO 4-1284
2H-Benzo(a)quinolizin-2-ol, 2-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-
Ro-4-1284
BRN 1547216
Ro 4-12884
H2S3M5M720
2-ethyl-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-ol
2H-Benzo(a)quinolizin-2-ol, 2-ethyl-1,3,4,6,7,11b-hexahydro-3-isobutyl-9,10-dimethoxy-
CHEMBL213814
5-21-05-00558 (Beilstein Handbook Reference)
2-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-3-ISOBUTYL-9,10-DIMETHOXY-2H-BENZO(A)QUINOLIZIN-2-OL
2-HYDROXY-2-ETHYL-3-ISOBUTYL-9,10-DIMETHOXY-1,3,4,6,7,11B-HEXAHYDRO-2H-BENZO(A)QUINOLIZINE
2H-Benzo[a]quinolizin-2-ol, 2-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-
Oprea1_578571
UNII-H2S3M5M720
2-Hydroxy-2-ethyl-3-isobutyl-9,10-dimethoxy-1,2,3,4,5,6,7-hexahydrobenzo[a]chinolizine
SCHEMBL11790429
DTXSID90952665
BDBM50192902
Ro-41284
NCGC00408863-01
Ro 4-1284, >=98% (HPLC)
Q27279565
2-ethyl-3-isobutyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol
2-ethyl-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol
2-ethyl-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizine-2-ol