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Ajmaline

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Identification
Molecular formula
C20H26N2O
CAS number
37517-69-0
IUPAC name
(1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
State
State
Ajmaline is typically in a solid-state at room temperature. It is stable under normal conditions but may require specific storage conditions to ensure quality and efficacy for its use as a pharmaceutical agent.
Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
372.00
Boiling point (Kelvin)
645.15
General information
Molecular weight
326.44g/mol
Molar mass
326.4410g/mol
Density
1.2175g/cm3
Appearence
Ajmaline is a white to off-white crystalline powder. It is typically odorless and has a bitter taste. The compound is known for its purity in crystalline form, which is essential for its use in medical applications.
Comment on solubility

Solubility of (1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

The solubility of complex organic compounds like (1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol generally depends on various factors such as polarity, molecular structure, and the presence of functional groups. This particular compound, featuring multiple methyl groups and a tricyclic structure, exhibits specific solubility characteristics. Here are some key considerations:

  • Polarity: Organic compounds with low polarity tend to have limited solubility in water, while more polar functional groups can enhance their solubility.
  • Hydrophobic Nature: The presence of large hydrocarbon chains may contribute to a hydrophobic character, thus reducing the solubility in polar solvents.
  • Functional Groups: The hydroxyl group (-OH) in this compound can potentially increase solubility in polar solvents like alcohols but may not significantly aid solubility in water.
  • Solvent Compatibility: The solubility of this compound is likely higher in organic solvents such as ethanol or acetone compared to water.

In summary, the intricate balance of hydrophobic and hydrophilic features within its structure suggests that while (1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol may have limited water solubility, it is expected to dissolve better in non-polar organic solvents, making the understanding of its solubility vital for practical applications.

Interesting facts

Interesting Facts about (1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol

This unique compound belongs to a class of chemicals known as alkaloids, which are well-known for their diverse biological activities. Here are some fascinating aspects of this compound:

  • Complex Structure: The compound's tricyclic structure illustrates the intricate complexity often found in natural products, showing how simple building blocks can combine to create diverse chemical architectures.
  • Biological Significance: Many compounds of similar structural diversity exhibit significant pharmacological properties, making them interesting candidates for further study in medicinal chemistry. They may have implications in drug development.
  • Stereochemistry: The specific stereocenters indicated in the name (1R, 9R, 13S) introduce a level of chirality that is critical in determining the biological activity of the compound. The three-dimensional arrangement of atoms plays a crucial role in how the compound interacts with biological targets.
  • Natural Occurrence: Compounds with similar structures are often isolated from various plant species, leading to interest in their ecological roles and potential uses in traditional medicine.
  • Research Potential: Due to the unique functional groups present in this compound, it has caught the attention of chemists interested in catalytic reactions, synthesis methodologies, and the study of reaction mechanisms.

"Chemistry is the study of transformation and diversity," said prominent chemist Linus Pauling. This compound embodies this philosophy by showcasing how nature's intricacies can lead to significant chemical innovation.

In summary, (1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol serves as a vivid reminder of the beauty and complexity inherent in chemical compounds, inviting continued exploration within the realms of organic chemistry and beyond.

Synonyms
Rel-Pentazocine
CHEMBL397705
NSC107430
(1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo(7.3.1.02,7)trideca-2(7),3,5-trien-4-ol
(1R,9R,13S)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
SCHEMBL135685
39188-58-4
BDBM50001033
BDBM50407300
PDSP2_001111
Pentazocine, Pentazocin, Sosegon, WIN 20228