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Tubocurarine

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Identification
Molecular formula
C37H41NO6
CAS number
57-94-3
IUPAC name
[(4S,4aR,7S,7aR,12bS)-9-acetoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate
State
State

At room temperature, tubocurarine is typically found as a crystalline solid, more specifically a powder, and is often stored in dry conditions to prevent moisture absorption.

Melting point (Celsius)
237.00
Melting point (Kelvin)
510.15
Boiling point (Celsius)
235.00
Boiling point (Kelvin)
508.15
General information
Molecular weight
609.73g/mol
Molar mass
609.6780g/mol
Density
1.2956g/cm3
Appearence

Tubocurarine typically appears as a white, crystalline powder. It is often used in its chloride form, appearing as a white crystalline or off-white powder. It may be odorless or have a slight medicinal smell.

Comment on solubility

Solubility Overview

The compound [(4S,4aR,7S,7aR,12bS)-9-acetoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate presents unique solubility characteristics due to its complex structure and functional groups. Understanding its solubility behavior is crucial for various applications, particularly in medicinal chemistry and pharmacology.

Factors Influencing Solubility

Several key factors influence the solubility of this compound:

  • Polarity: The presence of acetoxy groups suggests a level of polarity that can enhance solubility in polar organic solvents.
  • Hydrophobic Regions: The octahydro fragment indicates hydrophobic regions that may hinder solubility in water, creating a preference for organic solvents.
  • Temperature: Solubility may increase with temperature, a common trend in many organic compounds, which can help in determining optimal conditions for dissolution.

General Solubility Insights

While a detailed solubility profile requires experimental data, it can be anticipated that:

  • This compound is likely sparingly soluble in water due to its large hydrophobic surface area.
  • In contrast, it may exhibit better solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), or dichloromethane.
  • Potential solubility enhancers, such as cyclodextrins, could be explored for improving the solubility in aqueous solutions.

In conclusion, the solubility of [(4S,4aR,7S,7aR,12bS)-9-acetoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate is influenced by various physicochemical properties, and further empirical studies are necessary to map its solubility profile accurately.

Interesting facts

Interesting Facts About the Compound

This unique compound, known for its complex structure, belongs to the class of alkaloids, specifically isoquinoline derivatives. Alkaloids are nitrogen-containing compounds that often exhibit significant biological activity, making them a fascinating subject of study in both medicinal chemistry and pharmacology.

Structural Significance

The compound features several noteworthy characteristics:

  • Stereochemistry: The compound's stereochemical configuration, indicated by the extensive use of specific stereochemical notations, suggests potential chirality, which can influence its biological interactions.
  • Functional Groups: The presence of an acetoxy group and a methyl group highlights its potential reactivity and ability to participate in various chemical reactions, which can be pivotal for synthesizing new derivatives.
  • Complex Ring Structure: The intricate arrangement of fused rings often contributes to enhanced pharmacological properties, offering a broader spectrum of activity.

Biological Relevance

This compound is particularly intriguing due to its connection to natural product chemistry. Some common themes associated with such compounds include:

  • Pharmacological Potential: Many isoquinoline alkaloids display a range of biological activities, including anti-inflammatory, anti-cancer, and analgesic effects.
  • Therapeutic Applications: Research into related compounds has shown promise in treating various ailments, indicating that derivatives of this structure may also have therapeutic potential.

Research and Development

As a chemist or student delving into this field, considering the following could be vital:

  • Isolation Techniques: Methods such as extraction and chromatography are often employed to isolate alkaloids from natural sources.
  • Synthesis Routes: Understanding synthetic methodologies can pave the way for developing analogs that may exhibit stronger activity or reduced side effects.
  • Analytical Approaches: Techniques like NMR and mass spectrometry play crucial roles in confirming the structure and purity of the compound.

In summary, this compound represents a fascinating intersection of organic chemistry, pharmacology, and natural product research. Its complex structure and potential biological relevance make it a valuable subject for further exploration in both academic and practical applications.