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Tropicamide

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Identification
Molecular formula
C17H23NO3
CAS number
1508-75-4
IUPAC name
2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-phenyl-2-(p-tolyl)acetate
State
State

Typically a crystalline solid at room temperature.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
428.90
Boiling point (Kelvin)
702.05
General information
Molecular weight
289.37g/mol
Molar mass
0.0000g/mol
Density
1.1970g/cm3
Appearence

White crystalline powder.

Comment on solubility

Solubility of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-phenyl-2-(p-tolyl)acetate

The solubility of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-phenyl-2-(p-tolyl)acetate can be influenced by several factors, given its complex molecular structure. This compound features a bicyclic structure combined with various functional groups, which contributes to its solubility characteristics in different solvents.

General Solubility Characteristics:

  • Polarity: The presence of the hydroxyl group (-OH) tends to increase polar character, suggesting potential solubility in polar solvents like water.
  • Hydrophobic Character: The phenyl and p-tolyl groups can impart hydrophobic properties, potentially reducing solubility in polar solvents.
  • Solvent Compatibility: This compound may demonstrate better solubility in organic solvents such as ethanol, methanol, or dichloromethane.

As a result, one can expect that:

  1. The compound may be partially soluble in water due to the competing influences of its functional groups.
  2. In non-polar organic solvents, the solubility is likely to be enhanced owing to the hydrophobic regions of the molecule.

Given these complexities, conducting solubility tests in various solvents will provide more definitive insights into the solubility profile of this compound.

Interesting facts

Interesting Facts about 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-phenyl-2-(p-tolyl)acetate

This intriguing compound is a member of the class of molecules that demonstrate the fascinating interplay between organic chemistry and medicinal science. Its structural complexity is highlighted by the presence of a bicyclic amine, which introduces unique properties and reactivity into the molecule.

Key Features

  • Biological Relevance: Compounds like this one, featuring bicyclic frameworks, often serve as important scaffolds in drug design due to their ability to mimic natural products.
  • Hydroxyl Group: The presence of a 2-hydroxy functional group is significant, as it can enhance solubility and interact with biological targets.
  • Phenyl and Tolyl Groups: The addition of these aromatic substitutions increases the lipophilicity and potential for complex interactions in biological environments.
  • Potential Applications: Research into molecules of this nature may lead to advancements in pharmacology, particularly in the development of analgesics, anti-inflammatory agents, or neuroprotective drugs.

Historical Context

The study of bicyclic compounds has a rich history in organic chemistry. Notably, the discoveries of various natural alkaloids have propelled the understanding of their synthetic cousins, enhancing the dialogue between the fields of medicinal chemistry and natural product research.

Conclusion

In summary, 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-phenyl-2-(p-tolyl)acetate presents not only an interesting challenge for chemists but also potential for significant therapeutic discoveries. The ongoing exploration of such compounds will undoubtedly continue to reveal more about their medicinal importance and overall properties.

Synonyms
KSD 2392
1927-09-9
BRN 1663876
9-(2-Hydroxyethyl)-9-azabicyclo(3.3.1)nonane p-methylbenzilate
9-Azabicyclo(3.3.1)nonane, 9-(4'-methylbenziloyloxyethyl)-
9-AZABICYCLO(3.3.1)NONANE, 9-(2-HYDROXYETHYL)-, p-METHYLBENZILATE
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-(4-methyldiphenylacetyl)ester
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-(4-methyldiphenylacetyl)ester [German]
DTXSID60940933
2-(9-Azabicyclo[3.3.1]nonan-9-yl)ethyl hydroxy(4-methylphenyl)phenylacetate