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Tetrabenazine dihydrochloride

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Identification
Molecular formula
C21H27NO3 · 2HCl
CAS number
1506-94-3
IUPAC name
2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine;dihydrochloride
State
State

At room temperature, tetrabenazine dihydrochloride is typically found in a solid state.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
541.54g/mol
Molar mass
541.5360g/mol
Density
1.2000g/cm3
Appearence

Tetrabenazine dihydrochloride typically appears as a white to off-white crystalline powder. The compound is hygroscopic, meaning it tends to absorb moisture from the air, which can lead to clumping if not stored properly.

Comment on solubility

Solubility of 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine; dihydrochloride

The solubility of this compound is a fascinating subject due to its complex molecular structure. Here are some key points regarding its solubility:

  • Solvent Dependency: The solubility may vary significantly depending on the solvent used. Common solvents could include water, ethanol, and dimethyl sulfoxide (DMSO).
  • Dihydrochloride Form: As a dihydrochloride salt, this compound is expected to exhibit increased solubility in polar solvents, particularly water, compared to its free base form.
  • Group Influence: The presence of multiple methoxy groups enhances the compound's ability to interact with polar solvents due to hydrogen bonding and dipole-dipole interactions.
  • Molecular Size: The bulkiness of the molecule may hinder solubility in non-polar solvents, thus limiting its dissolution in such environments.

In summary, understanding this compound's solubility not only requires consideration of its ionic characteristics but also the influence of its specific structure. One can generally conclude that:

  • Increased solubility in polar solvents.
  • Limited solubility in non-polar solvents.
  • Influenced by both ionic and hydrophobic interactions.

Therefore, researchers must carefully select solvents based on the intended applications of this compound to ensure optimal solubility and reactivity.

Interesting facts

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

This complex compound is of significant interest in the field of medicinal chemistry due to its unique structural characteristics and potential therapeutic applications. Below are some fascinating aspects to consider:

  • Synthetic Pathways: The synthesis of this compound involves intricate multi-step organic reactions, showcasing the creativity and precision required in modern chemistry.
  • Isoquinoline Motif: The presence of the isoquinoline structure is notable, as derivatives of isoquinoline are known for various pharmacological effects, including anti-parkinsonian and neuroprotective properties.
  • Dimethoxy Groups: The two methoxy groups in the compound enhance its lipophilicity, potentially improving its ability to cross biological membranes, which is crucial for drug design and efficacy.
  • Potential Therapeutic Uses: Compounds with similar structures have been investigated for treating disorders such as depression, anxiety, and other neurological conditions due to their activity on the central nervous system.
  • Research Significance: This compound could serve as a lead for developing novel therapies, highlighting the importance of exploring complex chemical entities in drug discovery.

In essence, 2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine; dihydrochloride represents the intersection of chemistry and medicine, where understanding the molecular intricacies can pave the way for innovative treatments and advancements in healthcare.

Synonyms
Emetine, dihydrochloride
SCHEMBL2382448
CHEMBL1354464
BCP14440
NCGC00094664-01
NCGC00094664-02
2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine;dihydrochloride
2-[(6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-pyrido[2,1-a]isoquinoline