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Berberine chloride

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Identification
Molecular formula
C20H18ClNO4
CAS number
633-65-8
IUPAC name
(6aR)-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-11-ol;chloride
State
State

At room temperature, berberine chloride is a solid. It is typically encountered in a crystalline form or as a finely divided yellow powder.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
522.00
Boiling point (Kelvin)
795.15
General information
Molecular weight
373.86g/mol
Molar mass
373.8620g/mol
Density
0.8000g/cm3
Appearence

Berberine chloride is a bright yellow, crystalline solid. The compound is often used as a yellow dye due to its intense color. It is usually encountered as a yellow powder or crystals, which are highly photoluminescent and photochromic. When exposed to UV light, it can exhibit fluorescent properties.

Comment on solubility

Solubility of (6aR)-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-11-ol;chloride

The solubility of the compound (6aR)-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-11-ol;chloride is influenced by various factors, making it a subject of interest in chemical studies. Here are some key aspects to consider:

  • Solvent Interaction: This compound is likely to exhibit significant solubility in polar solvents due to the presence of the quaternary ammonium (chloride) functional group, which typically enhances solubility in water.
  • Temperature Dependency: As with many organic compounds, solubility can increase with temperature, although specific data would be needed to quantify this effect.
  • pH Sensitivity: The solubility might also change under varying pH conditions, particularly because the ionization state of the compound can influence its solubility profile.
  • Potential Applications: Understanding the solubility could aid in its use in various pharmaceutical contexts, where solubility impacts bioavailability and drug formulation.

Overall, further experimental studies are essential to determine the precise solubility characteristics of this intriguing compound, allowing researchers to explore its potential applications more effectively.

Interesting facts

Interesting Facts about (6aR)-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-11-ol;chloride

This fascinating compound belongs to the class of quinolines, which are known for their diverse biological activities and applications in medicinal chemistry. The unique structure of this compound includes a double-ring system and multiple substituents, contributing to its intriguing properties.

Biological Significance

The biological activity of compounds like this one can often be attributed to the following:

  • Antimicrobial Properties: Many quinoline derivatives have been studied for their ability to combat bacterial and fungal infections.
  • Anticancer Activity: Some compounds in this class exhibit potential in inhibiting cancer cell growth, making them interesting candidates for drug development.
  • Neurological Effects: Due to their ability to interact with neurotransmitter systems, certain derivatives demonstrate promise in treating neurological disorders.

Synthetic Relevance

The synthesis of such complex natural products can involve:

  1. Stepwise Reaction Strategies: Chemists often employ multi-step synthetic routes, allowing for the careful introduction of various functional groups.
  2. Use of Catalysts: Catalysts may be utilized to enhance reaction efficiency and selectivity.
  3. Tuning Reactivity: Modifying substituents can drastically alter the reactivity and properties of the compound, showcasing the importance of synthetic design.

Potential Research Directions

There are several exciting avenues for further exploration regarding this compound:

  • Pharmacological Studies: Detailed in vitro and in vivo assays to better understand its mechanisms and potential therapeutic applications.
  • Structure-Activity Relationship (SAR) Analysis: Investigating how changes in the structure affect biological activity to optimize efficacy.
  • Novel Synthesis Techniques: Exploring green chemistry approaches for synthesis to reduce environmental impact.

This compound presents a captivating combination of chemistry and biology, underscoring the continuous interplay between structural design and its implications in drug discovery and development. As we delve deeper into its properties, we unlock the potential to innovate and improve therapeutic strategies for various diseases.