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Pilocarpine

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Identification
Molecular formula
C11H16N2O2
CAS number
92-13-7
IUPAC name
(4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
State
State

At room temperature, pilocarpine is typically a liquid, though it may also be found as a solid when purified or in its salt form.

Melting point (Celsius)
34.00
Melting point (Kelvin)
307.20
Boiling point (Celsius)
394.10
Boiling point (Kelvin)
667.30
General information
Molecular weight
208.26g/mol
Molar mass
208.2600g/mol
Density
1.2501g/cm3
Appearence

Pilocarpine is typically found as a colorless to pale yellow liquid. In some cases, it can also crystalize into a white solid when in its hydrochloride salt form.

Comment on solubility

Solubility of (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

The solubility of complex organic compounds, such as (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one, can vary widely depending on several factors. Here are some key points to consider:

  • Polarity: This compound contains multiple hydroxyl (-OH) groups, which generally enhance its polarity. As a result, it may be more soluble in polar solvents such as water or alcohols compared to non-polar solvents.
  • Molecular Structure: The intricate structure of this compound includes multiple rings and chiral centers, which can affect how well it interacts with solvent molecules, influencing solubility.
  • Temperature: Solubility can greatly increase with temperature. Higher temperatures often provide the energy needed for breaking intermolecular forces, leading to greater dissolution.
  • pH Levels: The presence of hydroxyl groups suggests that the compound can engage in hydrogen bonding. Changes in pH may also protonate or deprotonate these groups, altering solubility.

In summary, while predicting the exact solubility of such a complex compound requires empirical data, it is likely to demonstrate enhanced solubility in polar environments due to its functional groups and hydrophobic regions. The unique characteristics of this compound invite further investigation into its solubility profile across various conditions.

Interesting facts

Interesting Facts about (4S,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

This complex organic compound belongs to the class of isoquinoline alkaloids, which are known for their diverse biological activities. Here are some fascinating insights regarding this compound:

  • Structural Complexity: With numerous chiral centers, the stereochemistry of this compound is notably intricate. Understanding its behavior requires a grasp of three-dimensional molecular geometry, making it an excellent case study for students.
  • Natural Occurrence: Isoquinoline derivatives are prevalent in many plants, suggesting roles in defense mechanisms against herbivores and pathogens. This compound may exhibit similar characteristics, hinting at potential uses in herbal medicine.
  • Pharmacological Potential: Compounds with isoquinoline structures have been investigated for their effects on neurological systems. They may play a role in treating conditions like Parkinson's disease and certain forms of cancer.
  • Synthesis Challenges: The synthesis of such a molecule often presents challenges, especially concerning regioselectivity and stereoselectivity. Chemists may utilize advanced techniques such as asymmetric synthesis or multi-step synthesis to achieve the desired structure.
  • Multifunctionality: The presence of hydroxyl groups in this compound suggests potential for interaction with biological receptors, enhancing its multifunctional capabilities. This is essential in drug design and development.
  • Environmental Relevance: Research into natural products like this compound contributes to the understanding of ecological chemistry. It underscores the interrelationships between chemical structures and ecological interactions in plant systems.

In summary, this isoquinoline derivative not only fascinates researchers with its complex structure but also opens avenues for significant biological and pharmacological investigations. Its study bridges various fields, delighting both chemists and biologists alike.