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Tolterodine

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Identification
Molecular formula
C22H31NO2
CAS number
124937-52-6
IUPAC name
2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-(o-tolyl)-2-phenyl-acetate
State
State

Tolterodine is typically a solid at room temperature, existing as a crystalline powder.

Melting point (Celsius)
127.00
Melting point (Kelvin)
400.15
Boiling point (Celsius)
477.00
Boiling point (Kelvin)
750.15
General information
Molecular weight
325.47g/mol
Molar mass
325.4720g/mol
Density
1.1347g/cm3
Appearence

Tolterodine typically appears as a white crystalline powder. It is odorless and has a slightly bitter taste.

Comment on solubility

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

The solubility of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-(o-tolyl)-2-phenyl-acetate can be rather complex due to its multifaceted structure. The solubility characteristics can be influenced by several factors:

  • Polarity: The presence of the hydroxyl group (-OH) typically enhances solubility in polar solvents, while the bulky aromatic rings in the compound may increase hydrophobic interactions, potentially reducing solubility in water.
  • Solvent Interactions: This compound may dissolve more readily in organic solvents such as ethanol, methanol, or DMSO due to its hydrophobic regions.
  • Hydrogen Bonding: The hydroxyl moiety could participate in hydrogen bonding, which may help in its solubility in some polar solvents.
  • Molecular Weight: The relatively large molecular weight of the compound could contribute to lower solubility in aqueous media compared to smaller compounds.

In summary, the solubility of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-(o-tolyl)-2-phenyl-acetate is likely to be moderate, with a tendency to be more soluble in organic solvents than in water due to its unique structural components. Experimentation in various solvents is recommended to establish the exact solubility profile of this intriguing compound.

Interesting facts

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

This compound, which is known for its intricate structure and unique properties, belongs to the family of esters, more specifically a derivative of phenol. Here are some fascinating aspects of this compound:

  • Complex Structure: The presence of the 9-azabicyclo[3.3.1]nonane moiety adds significant complexity to its architecture, making it a subject of interest in medicinal chemistry.
  • Potential Use in Medicine: Compounds with such bicyclic structures are frequently investigated for their pharmacological properties and potential therapeutic applications, including analgesics and psychotropic drugs.
  • Functional Groups: The presence of hydroxyl, ester, and aromatic groups suggests intriguing chemical reactivity, allowing for various chemical transformations and the development of more complex derivatives.
  • Synthetic Pathways: The synthesis of this compound can be discussed in the context of multi-step organic reactions, showcasing the creative processes chemists use to construct complex molecular frameworks.
  • Role of Chirality: This compound may exhibit chirality due to the presence of stereogenic centers, which could lead to different biological activities for its enantiomers, adding to its research potential.

The exploration of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-hydroxy-2-(o-tolyl)-2-phenyl-acetate reflects the intricate interconnectivity of organic chemistry, pharmacology, and materials science. As one embarks on understanding its chemistry, one can draw upon the quote by Robert Burns, “The best laid schemes o’ mice an’ men gang aft agley,” a reminder that while a thorough chemical understanding is essential, the unexpected beauty of chemistry often unfolds in surprising ways.

Synonyms
KSD 2391
6606-06-0
BRN 1665097
9-(2-Hydroxyethyl)-9-azabicyclo(3.3.1)nonane o-methylbenzilate
9-Azabicyclo(3.3.1)nonane, 9-(2'-methylbenziloyloxyethyl)-
9-AZABICYCLO(3.3.1)NONANE, 9-(2-HYDROXYETHYL)-, o-METHYLBENZILATE
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-(2-methyldiphenylacetyl)ester
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-(2-methyldiphenylacetyl)ester [German]
DTXSID80984536
2-(9-Azabicyclo[3.3.1]nonan-9-yl)ethyl hydroxy(2-methylphenyl)phenylacetate