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Dibucaine

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Identification
Molecular formula
C20H29NO3
CAS number
85-79-0
IUPAC name
1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one
State
State

At room temperature, dibucaine is typically a solid. Its precise form as a white crystalline powder makes it easy to handle and apply in various formulations, especially for medicinal purposes.

Melting point (Celsius)
47.20
Melting point (Kelvin)
320.35
Boiling point (Celsius)
369.20
Boiling point (Kelvin)
642.35
General information
Molecular weight
343.46g/mol
Molar mass
343.4550g/mol
Density
1.0552g/cm3
Appearence

Dibucaine typically appears as a white crystalline powder. This characteristic physical form is common among many local anesthetic compounds. As with other crystalline powders, it may clump or compact when subject to pressure.

Comment on solubility

Solubility of 1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one

The solubility of 1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one can be influenced by several factors, primarily due to its complex structure that includes both hydrophobic and hydrophilic segments. Here are some key points to consider regarding its solubility:

  • Hydrophobic Components: The butan-1-one portion of the molecule contributes to its hydrophobic characteristics, potentially diminishing solubility in aqueous environments.
  • Hydrophilic Groups: The presence of diethylamino and hydroxy groups can enhance solubility in polar solvents, as these groups are favorable for interactions with water molecules.
  • Solvent Effects: This compound may exhibit better solubility in organic solvents such as ethanol or dichloromethane, which can stabilize hydrophobic interactions and allow for better molecular dispersion.
  • pH Dependence: The ionization of the amino group at varying pH levels can greatly affect solubility; at higher pH, increased ionization may enhance solubility due to increased charge and polarity.

In conclusion, the solubility of this compound is not straightforward and is governed by the balance of hydrophobic and hydrophilic features. It is important to consider the solvent environment and conditions, such as temperature and pH, when predicting or testing the solubility of 1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one.

Interesting facts

Interesting Facts about 1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one

This compound, a member of the ketone family, demonstrates fascinating properties that are of significant interest in both medicinal chemistry and organic synthesis. As a scientist studying such compounds, you’ll appreciate the following points:

  • Pharmacological Activity: The functionality of this compound suggests potential biological effects, primarily due to the presence of the diethylamino moiety, which can influence neurotransmitter activity. Compounds with similar structures have been explored as potential drug candidates in the treatment of various conditions.
  • Structure-Activity Relationship (SAR): The structure of this compound allows for a detailed examination of SAR. By modifying different parts of the molecule, one can assess how changes impact biological activity, enhancing our understanding of compound efficacy and safety.
  • Versatile Synthetic Pathways: The presence of an ether and hydroxyl functional group offers diverse synthetic routes for chemists. This aspect is particularly attractive when designing more complex molecules in a laboratory setting.
  • Applications in Material Science: Beyond its potential medicinal applications, compounds similar to this one are explored for use in materials science. For example, they can serve as intermediates in the synthesis of polymers and other materials with unique properties.

In the realm of medicinal chemistry, understanding how modifications to small molecules like 1-[4-[2-(diethylamino)ethoxy]-2-hydroxy-phenyl]butan-1-one can lead to significant changes in biological activity can pave the way for developing new therapies. As stated famously in the field, "The devil is in the details," which rings true in the study of chemical structures and their implications.