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Doxylamine

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Identification
Molecular formula
C17H22ClNO
CAS number
469-21-6
IUPAC name
2-[2-[(4-chlorophenyl)-phenyl-methoxy]ethyl]-2-azabicyclo[2.2.2]octane
State
State

At room temperature, doxylamine is typically in a solid state when in pure form. In pharmaceuticals, it is often formulated into tablets for oral administration.

Melting point (Celsius)
109.00
Melting point (Kelvin)
382.15
Boiling point (Celsius)
465.70
Boiling point (Kelvin)
738.85
General information
Molecular weight
328.88g/mol
Molar mass
328.8810g/mol
Density
1.1650g/cm3
Appearence

Doxylamine typically appears as a white to off-white crystalline powder that is odorless. It is known for being a stable compound under normal conditions of use and storage. It is often presented in tablet form for medicinal purposes.

Comment on solubility

Solubility of 2-[2-[(4-chlorophenyl)-phenyl-methoxy]ethyl]-2-azabicyclo[2.2.2]octane

The solubility of 2-[2-[(4-chlorophenyl)-phenyl-methoxy]ethyl]-2-azabicyclo[2.2.2]octane can be complex due to its unique structure. Here are some key points regarding its solubility characteristics:

  • Polar vs. Non-polar Solvents: Given the presence of the chlorophenyl and methoxy groups, this compound may exhibit different solubility in polar and non-polar solvents. Typically, compounds with a phenyl group tend to be more soluble in organic solvents.
  • Influence of Molecular Structure: The bicyclic structure might restrict the flexibility of the molecule, which can hinder solubility in some solvents. The steric hindrance from bulky groups can also affect interaction with solvent molecules.
  • Temperature Dependence: Solubility is often temperature-dependent; increasing the temperature might enhance solubility, particularly in organic solvents.
  • pH Sensitivity: If the compound possesses any functional groups that can be protonated or deprotonated, changing the pH may significantly alter its solubility.

In summary, while specific solubility data for this compound might not be widely available, it is essential to consider both its chemical structure and the solvent environment to predict its solubility behavior accurately.

Interesting facts

Interesting Facts about 2-[2-[(4-chlorophenyl)-phenyl-methoxy]ethyl]-2-azabicyclo[2.2.2]octane

This fascinating compound, part of the azabicyclo family, exhibits intriguing structural features that make it a point of interest in chemical research. Here are some key highlights:

  • Bicyclic Structure: The compound contains a bicyclic system, specifically a bicyclo[2.2.2]octane framework, which contributes unique steric and electronic properties. These properties may influence its interaction with biological systems.
  • Substituent Influence: The presence of a 4-chlorophenyl group significantly alters the compound's reactivity and potential pharmacological effects. Chlorine atoms are known to affect the compound’s electron density, which can enhance its biological activity.
  • Potential Applications: Due to its distinct structure, researchers are exploring its potential use in medicinal chemistry, particularly in the development of novel drugs targeting neurological conditions. Compounds with similar structures have shown activity in modulating neurotransmitter systems.
  • Design Philosophy: The design of this compound exemplifies an approach in drug development aimed at optimizing molecular properties to ensure selectivity and reduce side effects. The careful balance of functional groups is crucial for eliciting desired biological responses.
  • Research Interest: Ongoing studies are focusing on understanding the mechanisms by which such compounds interact with receptor sites, thus paving the way for targeted therapies in areas such as pain management and cognitive disorders.

In conclusion, 2-[2-[(4-chlorophenyl)-phenyl-methoxy]ethyl]-2-azabicyclo[2.2.2]octane is a compound that illustrates the ingenuity and complexity of chemical design. Its unique attributes serve as a reminder of the potent possibilities within the realm of organic chemistry and drug discovery.

Synonyms
BRN 1596532
2-(2-((p-Chloro-alpha-phenylbenzyl)oxy)ethyl)-2-azabicyclo(2.2.2)octane
N-(2-(p-Chlorobenzhydryloxy)ethyl)isoquinuclidine
5667-02-7
2-AZABICYCLO(2.2.2)OCTANE, 2-(2-((p-CHLORO-alpha-PHENYLBENZYL)OXY)ETHYL)-
5-20-04-00343 (Beilstein Handbook Reference)
DTXSID60972113
2-{2-[(4-chlorophenyl)(phenyl)methoxy]ethyl}-2-azabicyclo[2.2.2]octane