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Bupivacaine

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Identification
Molecular formula
C18H28Cl2N2O1
CAS number
2180-92-9
IUPAC name
(2-chlorophenyl)methyl-[2-[[4-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-4-oxo-butanoyl]amino]ethyl]-diethyl-ammonium
State
State

At room temperature, bupivacaine is generally found in a solid state when in its pure form. However, it is commonly used in a solution form when administered as an anesthetic.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
513.00
Boiling point (Kelvin)
786.15
General information
Molecular weight
288.15g/mol
Molar mass
288.1530g/mol
Density
1.0600g/cm3
Appearence

Bupivacaine is a white to off-white crystalline powder. It is odorless and has a bitter taste. It is soluble in water and has an appearance that is typical for many other local anesthetics that come in the form of powders meant for injections or topical application.

Comment on solubility

Solubility of (2-chlorophenyl)methyl-[2-[[4-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-4-oxo-butanoyl]amino]ethyl]-diethyl-ammonium

The solubility of the compound (2-chlorophenyl)methyl-[2-[[4-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-4-oxo-butanoyl]amino]ethyl]-diethyl-ammonium is influenced by several factors due to its complex structure.

Key Factors Affecting Solubility:

  • Hydrophilicity vs Hydrophobicity: The presence of various functional groups can enhance or hinder solubility in polar solvents.
  • Ionic Interaction: The diethylammonium group suggests strong charge interactions, typically increasing solubility in water.
  • Chain Length: The hydrophobic character of the ethyl groups may create a balance, affecting overall solubility.
  • Temperature: Solubility can vary significantly with temperature changes; generally, higher temperatures increase most solute solubilities.

Overall, while the ammonium moiety promotes solubility in aqueous conditions, the existence of aromatic rings could lead to some degree of hydrophobic interactions, which might limit solubility in purely hydrophilic environments. Thus, one might say that the compound possesses moderate solubility characteristics that depend heavily on the solvent system employed.

Interesting facts

Interesting Facts About (2-chlorophenyl)methyl-[2-[[4-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-4-oxo-butanoyl]amino]ethyl]-diethyl-ammonium

This compound, often referred to as a complex quaternary ammonium salt, is distinguished for its unique chemical structure and a variety of applications in the field of medicinal chemistry. Here are some captivating insights:

  • Pharmacological Relevance: Compounds like this one are often studied for their potential therapeutic effects, especially in the realm of antimicrobial and anticancer agents.
  • Structure-Activity Relationship (SAR): The intricate design of this compound, with its multiple functional groups, makes it a valuable subject in drug design aimed at enhancing potency and selectivity against specific biological targets.
  • Quaternary Ammonium Characteristics: As a quaternary ammonium salt, this compound exhibits properties like cationic surfactant abilities, leading to applications in both pharmaceutical formulations and as antiseptic agents.
  • Ammonio-Analogs: The presence of two diethylammonium groups adds to its unique properties and provides insights into the behavior of similar ammonium analogs in biological systems.
  • Research Applications: This compound may be a subject of interest in studies involving drug delivery systems due to its ability to interact with both lipophilic and hydrophilic environments.

Furthermore, the presence of the 2-chlorophenyl group in its structure indicates the potential for increased lipophilicity, impacting the compound’s bioavailability and distribution within biological systems. Understanding the intricacies of such compounds not only expands our knowledge of chemical behavior but also enhances the development of innovative therapeutic strategies.

As we delve deeper into the studies of compounds like this, the health sciences can leverage their unique attributes to advance drug therapies for a variety of ailments.