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Berberine

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Identification
Molecular formula
C20H18NO4
CAS number
2086-83-1
IUPAC name
7-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline
State
State

At room temperature, berberine is typically in a solid state, specifically as a crystalline powder. This form is bright yellow and retains its color vividly, which is a characteristic trait of berberine.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
470.00
Boiling point (Kelvin)
743.15
General information
Molecular weight
336.36g/mol
Molar mass
336.3610g/mol
Density
1.2301g/cm3
Appearence

Berberine is a bright yellow compound primarily found in the roots, rhizomes, stems, and bark of various plants. In its pure form, berberine appears as a vibrant yellow crystalline powder. It is often used as a dye or as an indicator due to its distinctive color.

Comment on solubility

Solubility of 7-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline

When discussing the solubility of 7-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline, several factors come into play that are typical for complex organic compounds. Understanding its solubility can be assessed through the following aspects:

  • Polarity: The presence of multiple functional groups in this compound greatly influences its polarity. The dimethoxy groups may enhance solubility in organic solvents but can hinder solubility in polar solvents like water.
  • Hydrogen Bonding: The dioxole ring can participate in hydrogen bonding, which could affect solubility behavior in polar environments. Compounds that can form hydrogen bonds with solvents typically exhibit higher solubility.
  • Solvent Compatibility: Typical solvents for testing solubility might include ethanol, dimethyl sulfoxide (DMSO), and acetone. Preliminary tests would help delineate which solvents dissolve the compound effectively.
  • Temperature Dependence: As with many organic compounds, solubility can vary significantly with temperature. Higher temperatures may increase solubility as molecular interactions become more favorable.

In conclusion, while the exact solubility of 7-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline in various solvents requires empirical data, its unique structure suggests a tendency towards limited solubility in water and better solubility in organic solvents at elevated temperatures. Further studies would be beneficial to quantify these solubility characteristics for practical applications.

Interesting facts

Interesting Facts about 7-[(3,4-Dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline

This compound, with its complex structure, offers a fascinating glimpse into the world of organic chemistry. Here are some intriguing facts about this unique isoquinoline derivative:

  • Versatile Applications: Compounds like this isoquinoline are often investigated for their potential therapeutic properties, particularly in the fields of antitumor and anti-inflammatory drug development.
  • Natural Inspiration: Many isoquinoline structures are inspired by natural compounds, which play a significant role in medicinal chemistry. Studying these derivatives can lead to the discovery of new pharmacologically active substances.
  • Complexity in Simplicity: The presence of the methoxy groups on the phenyl ring contributes to the compound's electronic properties, making it amenable to various chemical reactions. This can lead to the development of specialized derivatives tailored for specific applications.
  • Molecular Interactions: The unique structure of this compound allows for intriguing interactions at the molecular level, potentially influencing binding affinities with biological targets.
  • Research Frontier: The study of isoquinoline derivatives is an active area of research, particularly regarding their mechanisms of action and their role in complex biological pathways.

In summary, the exploration of compounds like 7-[(3,4-dimethoxyphenyl)methyl]-[1,3]dioxolo[4,5-g]isoquinoline not only enhances our understanding of organic synthesis but also opens doors to innovations in drug discovery and design, making it a particularly exciting topic in contemporary chemical research.

Synonyms
1,3-DIOXOLO(4,5-g)ISOQUINOLINE, 7-VERATRYL-
BRN 0290096
7-Veratryl-1,3-dioxolo(4,5-g)isoquinoline
20232-48-8
DTXSID10174084
2-27-00-00561 (Beilstein Handbook Reference)
DTXCID9096575
RefChem:219041