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Tropicamide

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Identification
Molecular formula
C17H26N2O2
CAS number
1508-75-4
IUPAC name
[(1S,2S,4R,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 3-hydroxy-2-phenyl-propanoate
State
State

At room temperature, Tropicamide is typically found as a solid. However, in medical formulations, it is often dissolved to form a translucent liquid solution, especially for ophthalmic use.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
181.00
Boiling point (Kelvin)
454.15
General information
Molecular weight
290.40g/mol
Molar mass
290.3800g/mol
Density
1.0800g/cm3
Appearence

Tropicamide appears as a crystalline powder that is white to slightly yellow in color. It is soluble in water and alcohols, making it suitable for use in aqueous solutions, particularly in the formulation of ophthalmic drops.

Comment on solubility

Solubility of [(1S,2S,4R,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 3-hydroxy-2-phenyl-propanoate

The solubility of [(1S,2S,4R,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 3-hydroxy-2-phenyl-propanoate can be intriguing due to its unique structural characteristics. Here are some key points to consider:

  • Polarity: The presence of multiple polar functional groups, such as the hydroxy and azoniatricyclo moieties, suggests that the compound may exhibit a degree of solubility in polar solvents like water and ethanol.
  • Non-polar characteristics: The phenyl groups can render portions of the molecule non-polar, which could lead to some degree of solubility in organic solvents such as benzene and hexane.
  • pH Sensitivity: Being a zwitterionic compound, the solubility could also be affected by pH, as changes in acidity can alter ionization states and consequently affect solubility in aqueous solutions.

In summary, while there's a potential for moderate solubility in both polar and non-polar solvents, the overall stability and solubility profile would depend on the specific conditions such as temperature, solvent choice, and pH. Therefore, practical solubility tests are essential for definitive assessments.

Interesting facts

Interesting Facts about [(1S,2S,4R,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 3-hydroxy-2-phenyl-propanoate

This compound, with its intricate structure, exhibits a fascinating role in various fields of chemistry and medicinal science. Here are some intriguing aspects:

  • Complex Structure: The compound belongs to a family of bicyclic and tricyclic compounds. The term "tricyclononane" in its classification signifies the presence of three interconnected rings, showcasing the complexity of organic molecules.
  • Pharmacological Potential: The presence of the 3-hydroxy-2-phenylpropanoate moiety hints at potential applications in medicinal chemistry. This part of the molecule is known for contributing to anti-inflammatory and analgesic properties, making it a subject of interest in drug design.
  • Chirality: The stereochemistry indicated by the (1S,2S,4R,5S) configuration suggests multiple chiral centers. This adds to the molecule's complexity and indicates that its optical isomers may exhibit different biological activities, a key area of study in chirality and stereochemistry.
  • Oxa-Azabicyclic Features: The inclusion of both an "oxa" and "aza" in its nomenclature points to the molecule incorporating both oxygen and nitrogen heteroatoms in its structure, which significantly enhances the compound's chemical reactivity and can lead to diverse biological interactions.
  • Research Interest: Due to its multi-faceted structure, researchers are interested in exploring its properties for developing new materials and pharmaceuticals. The dynamic nature of the compound makes it a potential lead candidate for developing new therapeutic agents.

In summary, [(1S,2S,4R,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 3-hydroxy-2-phenyl-propanoate represents a remarkable example of the complexity and versatility found in organic chemistry. Its unique architecture not only fuels scientific curiosity but also opens pathways for innovative applications in pharmacology and materials science.

Synonyms
NS00008402