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Tropacocaine

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Identification
Molecular formula
C17H22ClNO3
CAS number
553-45-7
IUPAC name
1-[3-[3-(4-chlorophenyl)allyl]-8-aza-3-azoniabicyclo[3.2.1]octan-8-yl]propan-1-one;chloride
State
State

At room temperature, Tropacocaine is generally found as a solid. It is typically in a crystalline form and is stable under normal conditions of use and storage.

Melting point (Celsius)
238.00
Melting point (Kelvin)
511.00
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.00
General information
Molecular weight
315.83g/mol
Molar mass
315.8290g/mol
Density
1.2640g/cm3
Appearence

The compound appears as a white to off-white crystalline powder. It is typically highly pure and forms distinct crystal shapes at the microscopic level.

Comment on solubility

Solubility of 1-[3-[3-(4-chlorophenyl)allyl]-8-aza-3-azoniabicyclo[3.2.1]octan-8-yl]propan-1-one;chloride

The compound 1-[3-[3-(4-chlorophenyl)allyl]-8-aza-3-azoniabicyclo[3.2.1]octan-8-yl]propan-1-one;chloride exhibits interesting solubility characteristics that are influenced by its complex structure. It is important to consider the following factors regarding its solubility:

  • Polar Nature: The presence of the quaternary ammonium moiety in this compound generally contributes to increased solubility in water, as quaternary ammonium compounds tend to be ionic.
  • Hydrophobic Interactions: The 4-chlorophenyl group can impart some hydrophobic character to the molecule, which can affect solubility in non-polar solvents.
  • pH Dependence: The solubility can also vary with changes in pH, particularly for ionic compounds. Under acidic conditions, protonation may enhance solubility.
  • Solvent Compatibility: This compound is likely soluble in polar solvents like water and methanol, while its solubility in non-polar solvents like hexane may be limited.

In conclusion, the solubility of this compound is a balance between its polar characteristics from ionic groups and the hydrophobic influences from aromatic rings. As a rule of thumb, “like dissolves like” applies, so this compound is best suited for polar environments.

Interesting facts

Interesting Facts about 1-[3-[3-(4-chlorophenyl)allyl]-8-aza-3-azoniabicyclo[3.2.1]octan-8-yl]propan-1-one; chloride

This compound is part of the class of organic molecules known as alkaloids, which are nitrogen-containing compounds often derived from plants and known for their biological activity. Here are some interesting tidbits about it:

  • Parent Structure: The compound features a bicyclic structure that incorporates an azabicyclic framework, pointing towards potential applications in medicinal chemistry.
  • Pharmacological Potential: Compounds such as this one have been studied for their effects on neurotransmitter systems, often exhibiting affinity for various receptors, which suggests potential use in treating neurological disorders.
  • Chlorine Atom's Role: The presence of a chlorophenyl group is significant; the chlorine atom can enhance the lipophilicity of the molecule, allowing for better penetration through biological membranes.
  • Applications in Research: This compound is a focus of studies aiming to develop selective therapeutics for conditions like anxiety or depression due to its potential modulatory effects on the nervous system.
  • Structure-Activity Relationship (SAR): The varying substituents on the core structure paves the way for exploring different derivatives, essential for optimizing the pharmacological profiles of related compounds.

As scientists delve deeper into the structure-activity relationship of this compound, they potentially unlock new avenues for drug discovery and development, emphasizing the significance of careful chemical modification in enhancing therapeutic effects.