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Dibucaine

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Identification
Molecular formula
C20H29N3O2
CAS number
85-79-0
IUPAC name
2-(dibutylamino)ethyl 4-aminobenzoate
State
State

Dibucaine is typically in a solid state at room temperature and is often used in the form of gels, creams, or ointments for topical anesthetic purposes.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
343.47g/mol
Molar mass
343.4660g/mol
Density
1.0528g/cm3
Appearence

Dibucaine appears as a white to off-white crystalline powder. It is sparingly soluble in water but soluble in alcohol and acetone. Its physical form may be apparent in its use as a local anesthetic in various medical formulations.

Comment on solubility

Solubility of 2-(dibutylamino)ethyl 4-aminobenzoate

The solubility of 2-(dibutylamino)ethyl 4-aminobenzoate can be quite intriguing due to its unique structure. Here are some key points regarding its solubility characteristics:

  • Polar and Non-Polar Interactions: The presence of the dibutylamino group contributes to both hydrophobic and hydrophilic characteristics, affecting its solubility in various solvents.
  • Aqueous Solubility: Generally, compounds with large alkyl groups like dibutyl may have reduced solubility in water due to their hydrophobic nature.
  • Solvent Compatibility: It is likely to be more soluble in organic solvents such as ethanol, methanol, or dichloromethane than in polar solvents, owing to its structural attributes.
  • pH Dependence: The solubility may be influenced by the pH of the solution; in acidic or basic environments, the ionization of the amino groups could enhance solubility.

In conclusion, understanding the solubility of 2-(dibutylamino)ethyl 4-aminobenzoate requires considering both its molecular composition and the surrounding environment. This compound embodies a fascinating interplay of properties, reflecting how structural features can dictate solubility behavior.

Interesting facts

Interesting Facts about 2-(Dibutylamino)ethyl 4-aminobenzoate

2-(Dibutylamino)ethyl 4-aminobenzoate, commonly referred to as a local anesthetic agent, has garnered attention in the field of medicinal chemistry for its unique properties and applications. Here are some fascinating insights:

  • Local Anesthetic Functionality: This compound acts effectively as a local anesthetic, primarily due to its ability to block sodium channels in nerve cells. This inhibition can lead to temporary loss of sensation in targeted areas, making it valuable in various medical procedures.
  • Structure-Activity Relationships: The presence of the dibutylamino group is essential for enhancing the lipophilicity of the compound, which in turn improves its permeability through biological membranes. Understanding these structural characteristics is crucial for the design of more effective anesthetics.
  • Synthesis Pathways: 2-(Dibutylamino)ethyl 4-aminobenzoate can be synthesized through several chemical pathways. One common method involves the reaction of 4-aminobenzoic acid with dibutylamine, showcasing the importance of organic synthesis techniques in pharmaceutical development.
  • Research and Development: Ongoing research is focused on modifying the compound to enhance its efficacy and reduce side effects. This reflects the broad interest in optimizing local anesthetics for various medical and dental applications.
  • Regulatory Status: Like many chemical compounds intended for medical use, 2-(dibutylamino)ethyl 4-aminobenzoate undergoes rigorous evaluation by health authorities to ensure safety and efficacy in clinical settings.
  • Historical Context: The development of anesthetics has revolutionized medical practices. Compounds such as this one have paved the way for pain management techniques, highlighting the importance of chemistry in advancing healthcare.

In summary, 2-(dibutylamino)ethyl 4-aminobenzoate serves as a prime example of how chemical compounds can have significant practical applications in medicine. Its role in local anesthesia showcases the critical intersection of chemistry and health, influencing both research and clinical practices.