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Berberine chloride

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Identification
Molecular formula
C20H19ClNO4
CAS number
633-65-8
IUPAC name
1-[(3,4-diethoxyphenyl)methyl]-6,7-diethoxy-isoquinolin-2-ium;chloride
State
State

At room temperature, berberine chloride is in a solid state. The compound forms as crystalline powder, which can have sharp edges and is brittle under pressure. It tends to remain stable and retains its composition unless subjected to high temperatures or reactive chemical environments.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
372.82g/mol
Molar mass
372.8200g/mol
Density
1.3900g/cm3
Appearence

Berberine chloride is a yellow crystalline powder. It has a distinctive vivid yellow color, which is characteristic of many isoquinoline alkaloids and can stain surfaces easily. The compound is often used as a dye due to its intense color.

Comment on solubility

Solubility of 1-[(3,4-diethoxyphenyl)methyl]-6,7-diethoxy-isoquinolin-2-ium;chloride

The solubility of 1-[(3,4-diethoxyphenyl)methyl]-6,7-diethoxy-isoquinolin-2-ium;chloride showcases some interesting characteristics, largely influenced by its complex structure. This compound is a quaternary ammonium salt, which often leads to varied solubility behaviors. Here are a few key points to consider:

  • Solvent Polarity: The solubility is typically higher in polar solvents, such as water and methanol, due to the ionic nature of the chloride component. This is a common trend observed with many ionic compounds.
  • Hydrophilicity vs. Hydrophobicity: The presence of ethoxy groups (–O–C2H5) enhances its solubility in organic solvents but may reduce solubility in purely aqueous environments. Thus, the compound may exhibit a degree of amphipathic behavior.
  • Temperature Effects: Increased temperatures could enhance solubility by overcoming lattice energies, suggesting that heating the solvent might be beneficial for dissolution.
  • Concentration Dependence: At higher concentrations, the solubility might exhibit a non-linear relationship, which may lead to precipitation or saturation limits.

In conclusion, while the solubility characteristics of this compound can be influenced by several factors, the balance between the ionic (chloride) and organic (ethoxy) aspects plays a critical role in its overall solubility profile. Understanding these interactions can guide practical applications in various fields, including pharmaceuticals and materials science.

Interesting facts

Exploring 1-[(3,4-diethoxyphenyl)methyl]-6,7-diethoxy-isoquinolin-2-ium;chloride

This intriguing compound belongs to the family of isoquinolinium salts, which are known for their diverse biological activities. The distinct structuring of the molecule allows it to exhibit unique properties worth noting:

  • Diverse Applications: Isoquinolinium compounds have been studied for their potential use in pharmaceuticals, particularly due to their interactions with biological receptors.
  • Biological Activity: Research indicates that similar compounds can demonstrate antimicrobial, antitumor, and anti-inflammatory activities, making them of significant interest in medicinal chemistry.
  • Solubility and Reactivity: The presence of diethoxy groups in this compound enhances its solubility and may improve interactions within biological systems.
  • Synthetic Routes: The synthesis of this compound may involve multi-step organic reactions, showcasing the complex chemistry of aromatic compounds and their derivatives.
  • Structural Characteristics: The isoquinolinium framework, along with the phenyl substitution, may contribute to an intriguing range of electronic properties, which can be exploited in material science.

Furthermore, this compound may serve as a platform for the development of other derivatives, expanding its utility in research and application. As remarked by chemists working in the field, "the versatility of isoquinolinium compounds continues to inspire numerous studies that enrich our understanding of chemical interactions and applications." The compound serves as a great example of how chemical structure is intricately tied to functionality in various domains of science.