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Oxethazaine

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Identification
Molecular formula
C28H41NO3
CAS number
770-05-8
IUPAC name
2-(2-cyclohexyl-2-hydroxy-2-phenyl-acetyl)oxyethyl-diethyl-methyl-ammonium
State
State

Oxethazaine is solid at room temperature. It is typically stored in a dry environment to prevent degradation or reaction with moisture in the air, which could compromise its stability as a pharmaceutical ingredient.

Melting point (Celsius)
153.50
Melting point (Kelvin)
426.65
Boiling point (Celsius)
283.00
Boiling point (Kelvin)
556.15
General information
Molecular weight
375.55g/mol
Molar mass
375.5530g/mol
Density
1.1480g/cm3
Appearence

Oxethazaine appears as a white, crystalline powder. It is often odorless and has a bitter taste, typical of many pharmaceutical compounds. The powder is fine and may clump slightly depending on environmental humidity conditions.

Comment on solubility

Solubility of 2-(2-cyclohexyl-2-hydroxy-2-phenyl-acetyl)oxyethyl-diethyl-methyl-ammonium

The compound 2-(2-cyclohexyl-2-hydroxy-2-phenyl-acetyl)oxyethyl-diethyl-methyl-ammonium, with the chemical formula C28H41NO3, exhibits interesting solubility characteristics that are crucial for its practical applications. Its solubility is influenced by several factors:

  • Polarity: The presence of a quaternary ammonium group tends to increase polar interactions, suggesting enhanced solubility in polar solvents.
  • Hydrophobic regions: The large hydrocarbon portions, such as the cyclohexyl and phenyl groups, may lead to decreased solubility in water but improved solubility in organic solvents like ethanol or acetone.
  • Temperature effects: Solubility can significantly vary with temperature, often increasing at elevated temperatures.

In general, one might expect this compound to exhibit moderate to high solubility in polar organic solvents, while showing limited solubility in water. The balance between its hydrophobic and hydrophilic characteristics plays a key role in determining its solubility profile. Therefore, it is recommended to consider specific environmental factors when assessing solubility.

As a general rule, compounds that incorporate both hydrophobic units and polar functionalities can have varied solubility behavior, making them suitable for diverse applications depending on their solvent environment.

Interesting facts

Interesting Facts about 2-(2-Cyclohexyl-2-hydroxy-2-phenyl-acetyl)oxyethyl-diethyl-methyl-ammonium

This compound, with its complex structure, holds significant interest in the field of chemistry, especially due to its multifunctional properties. The highlights of this compound include:

  • Amphiphilic Nature: This molecule exhibits both hydrophilic and hydrophobic characteristics, making it particularly useful in formulations that require solubilization of various substances.
  • Biological Applications: Derivatives of quaternary ammonium compounds like this one are often explored for their potential in drug delivery systems and antibacterial agents.
  • Potential Uses: It can serve as a surfactant or emulsifier, playing an essential role in cosmetic formulations or pharmaceuticals where stability and solubility are critical.
  • Structural Complexity: The presence of cyclohexyl and phenyl groups contributes to the compound's unique reactivity and interactions with biological macromolecules.

A Closer Look at Its Components

The intricacies of its structure provide insight into its potential applications:

  • Cyclohexyl Group: This part of the molecule can enhance lipophilicity, which could lead to improved cellular penetration in drug formulations.
  • Hydroxyl Group: The -OH group serves as a site for hydrogen bonding, increasing solubility and reactivity with other compounds.
  • Diethyl and Methyl Substituents: These groups contribute to the quaternization of the nitrogen, essential for its surfactant properties.

In conclusion, this compound is a captivating example of how complex chemistry can lead to innovative applications in medicine and industrial chemistry. Its structural features not only determine its function but also inspire ongoing research into new uses and formulations. As we delve deeper into the chemistry of such compounds, we continue to uncover exciting possibilities that extend their utility beyond traditional roles.

Synonyms
oxyphenonium
Oxiphenonum
Oxyphenonium ion
14214-84-7
Oxyphenonium cation
1407-05-2
Methocidin
UNII-D2G5508Y7I
Methacin
2-(2-cyclohexyl-2-hydroxy-2-phenylacetyl)oxyethyl-diethyl-methylazanium
D2G5508Y7I
2-((Cyclohexylhydroxyphenylacetyl)oxy)-N,N-diethyl-N-methylethanaminium
OXYPHENONIUM [VANDF]
Ethanaminium, 2-((cyclohexylhydroxyphenylacetyl)oxy)-N,N-diethyl-N-methyl-
OXYPHENONIUM [WHO-DD]
DTXSID8048571
{2-[(2-cyclohexyl-2-hydroxy-2-phenylacetyl)oxy]ethyl}diethylmethylazanium
Methocidin [DCF:INN]
Methocidine [INN-French]
Methocidinum [INN-Latin]
Metocidina [INN-Spanish]
Hydroxymethylgramicidin
2-(2-CYCLOHEXYL(HYDROXY)PHENYLACETOXY)-N,N-DIETHYL-N-METHYLETHANAMINIUM
ETHANAMINIUM, 2-((2-CYCLOHEXYL-2-HYDROXY-2-PHENYLACETYL)OXY)-N,N-DIETHYL-N-METHYL-
NCGC00018256-02
(2-((2-cyclohexyl-2-hydroxy-2-phenylacetyl)oxy)ethyl)diethylmethylazanium
SCHEMBL250614
GTPL7257
CHEMBL1201286
DTXCID9028203
CHEBI:94329
GFRUPHOKLBPHTQ-UHFFFAOYSA-N
STL325089
AKOS000510119
AKOS022121993
DB00219
NCGC00018256-04
NCGC00018256-05
SBI-0207023.P001
NS00015488
AB00383041_13
L000855
BRD-A14208071-004-10-7
BRD-A14208071-004-19-8
2-(2-cyclohexyl-2-hydroxy-1-oxo-2-phenylethoxy)ethyl-diethyl-methylammonium
2-{[cyclohexyl(hydroxy)phenylacetyl]oxy}-N,N-diethyl-N-methylethanaminium