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Tetrabenazine

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Identification
Molecular formula
C19H27NO3
CAS number
58-46-8
IUPAC name
2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine
State
State

At room temperature, tetrabenazine is in a solid state. It appears as a stable crystalline powder and is handled as a solid in its pharmaceutical preparations.

Melting point (Celsius)
128.50
Melting point (Kelvin)
401.70
Boiling point (Celsius)
666.80
Boiling point (Kelvin)
939.80
General information
Molecular weight
317.42g/mol
Molar mass
317.4190g/mol
Density
1.2458g/cm3
Appearence

Tetrabenazine typically appears as a white to slightly yellow crystalline powder. It is often used in its solid form and is insoluble in water, but it can be dissolved in some organic solvents such as ethanol.

Comment on solubility

Solubility Insights

The compound 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine exhibits intriguing solubility characteristics that are essential for its practical applications in research and industry.

Solubility in Various Solvents

Generally, the solubility of this compound can be influenced by several factors:

  • Polarity of Solvent: The presence of multiple methoxy groups suggests that it may dissolve well in polar organic solvents such as methanol and ethanol.
  • Hydrophobic Characteristics: The bulky hydrophobic regions may hinder its solubility in pure water, indicating that it is likely to be *sparingly soluble* or *insoluble* in aqueous solutions.
  • Temperature Dependency: Increasing the temperature can often enhance the solubility of organic compounds; thus, higher temperatures could facilitate the dissolution of this molecule.

Practical Considerations

For effective use in experiments or formulations, it is important to consider:

  • The choice of solvent will be paramount to achieving adequate solubility.
  • Potential uses in drug formulation might require further testing of solubility in biological media, including serum and buffer solutions.
  • Micronization and the use of solubilizing agents or surfactants may be necessary to improve the compound's *bioavailability*.

In summary, the solubility of 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine is a multifaceted topic that demands careful consideration of solvent choice, temperature, and potential formulation adjustments for optimal application.

Interesting facts

Interesting Facts about 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine

This compound is a fascinating example of a complex organic molecule, demonstrating the intricate relationship between structure and function in medicinal chemistry. Its synthesis and functional properties make it a subject of interest among researchers, specifically in the field of pharmacology.

Key Features

  • Structural Complexity: The compound contains multiple fused ring systems, which are characteristic of many biologically active molecules. This complexity can influence how the compound interacts with biological targets.
  • Potential Biological Activities: Compounds like this one often exhibit a range of pharmacological properties, including neuroprotective, antidepressant, and anxiolytic effects, making them valuable for drug discovery.
  • Dimethoxy Groups: The presence of methoxy substituents in the structure is important, as these groups can enhance the lipophilicity and bioavailability of the compound, potentially leading to improved therapeutic effects.
  • Isoquinoline Derivative: As an isoquinoline derivative, this compound may act as a scaffold for developing new therapeutics, emphasizing its relevance in medicinal chemistry.

Notably, the synthesis of such intricate compounds often requires advanced techniques in organic chemistry, typically involving multiple steps and careful control of reaction conditions. Researchers may also explore how structural variations in this compound can influence its biological properties, setting the stage for innovative therapeutic interventions.
As highlighted by renowned chemist Linus Pauling: “The best way to have a good idea is to have a lot of ideas,” this compound exemplifies the potential that arises from innovative chemical exploration.

In conclusion, 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine not only showcases the beauty of chemical diversity but also serves as a testament to the ongoing quest for novel therapeutic agents in the world of medicinal chemistry.

Synonyms
Emetine, dehydro-
2,3-Dehydroemetine
2,3-Didehydroemetine
Emetine, 2,3-didehydro-
Dihydroemetine
Emetine, 2,3-dehydro-, (-)-
Ro 1-9334
Ro 1-9334/20
Emetan, 2,3-didehydro-6',7',10,11-tetramethoxy-
2,3-Didehydroemetine dihydrochloride (.+-.)-
CHEMBL547470
SCHEMBL13912590
DTXSID00863470
XXLZPUYGHQWHRN-UHFFFAOYSA-N
2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine
6',7',10,11-Tetramethoxy-2,3-didehydroemetan
6',7',10,11-Tetramethoxy-2,3-didehydroemetan #
Emetan, 2,3-didehydro-6',7',10,11-tetramethoxy-, dihydrochloride, (.+-.)-
2-((6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-9,10-dimethoxy-1,6,7,11b-tetrahydro-4H-pyrido[2,1-a]isoquinoline