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Hexadecylphosphocholine

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Identification
Molecular formula
C21H46NO4P
CAS number
58066-85-6
IUPAC name
2-[(3-hexadecoxy-2-hydroxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
State
State

At room temperature, Hexadecylphosphocholine is typically in a solid state, resembling a wax-like substance.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.20
Boiling point (Celsius)
379.60
Boiling point (Kelvin)
652.80
General information
Molecular weight
407.59g/mol
Molar mass
407.5850g/mol
Density
0.9656g/cm3
Appearence

Hexadecylphosphocholine, commonly known as Miltefosine, is typically a colorless, wax-like solid at room temperature.

Comment on solubility

Solubility of 2-[(3-hexadecoxy-2-hydroxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium (C21H46NO4P)

The solubility of the compound 2-[(3-hexadecoxy-2-hydroxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium is influenced by its complex chemical structure, specifically its amphiphilic characteristics due to both hydrophobic and hydrophilic components in its molecular architecture. This compound exhibits interesting solubility behavior:

  • Hydrophobic Tail: The long hexadecoxy chain contributes to hydrophobicity, making the compound less soluble in water.
  • Hydrophilic Head: The trimethylammonium and hydroxyl groups enhance hydrophilicity, potentially allowing for solubility in polar solvents.
  • Amphoteric Nature: As this compound contains both positively and negatively charged regions, it may significantly interact with water molecules, leading to unique solubility phenomena.

It is important to note that the solubility may further depend on factors such as pH, temperature, and the presence of other solvents:

  1. In low polarity solvents or organic liquids, solubility might increase.
  2. In high polarity conditions (like in pure water), considerable aggregation may occur, limiting solubility.
  3. Application of surfactant principles may enhance solubility and dispersion in aqueous environments.

In conclusion, understanding the solubility characteristics of this compound requires a comprehensive analysis of its structural components and environmental conditions. As the interplay between hydrophobic and hydrophilic influences become evident, tailored applications can be developed for uses ranging from pharmaceuticals to material sciences.

Interesting facts

Interesting Facts about 2-[(3-hexadecoxy-2-hydroxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

This fascinating compound is a type of quaternary ammonium salt, which has garnered attention for its unique structural characteristics and potential applications in various fields. Here are some noteworthy aspects:

  • Biological Activity: Compounds like this one are often investigated for their biological properties and potential use in drug delivery systems. The presence of a phosphoric acid derivative can influence cellular interaction.
  • Surfactant Properties: The long hydrocarbon chain (hexadecoxy) suggests that this compound may exhibit surfactant properties, making it useful in stabilizing emulsions or as a dispersing agent in formulations.
  • Ammonium Ion: The trimethylammonium group contributes to its solubility in water and other polar solvents, enhancing its bioavailability in pharmaceutical applications.
  • Potential Applications: This compound could be used in various applications, including:
    • Antimicrobial agents
    • Cosmetic formulations
    • Biodegradable surfactants
    • Gene delivery vehicles

Furthermore, research into similar compounds has shown promising results in therapeutic uses, particularly in targeting diseases such as cancer and infections. The fascinating blend of organic chemistry and biochemistry involved in the synthesis of such compounds opens avenues for innovation!

As we continue to explore the implications of this compound, it showcases the blend of structure and function that defines much of modern chemical research. As famed scientist Marie Curie once said, "Nothing in life is to be feared, it is only to be understood." Understanding compounds like this one is key to unlocking their potential.

Synonyms
SCHEMBL14363934
BIA21637
1-O-Palmityl-rac-glycero-3-phosphocholine, ~99%