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Bupivacaine

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Identification
Molecular formula
C18H28ClN3O
CAS number
2180-92-9
IUPAC name
(2-chlorophenyl)methyl-[2-[[8-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-8-oxo-octanoyl]amino]ethyl]-diethyl-ammonium
State
State

The compound is a solid at room temperature.

Melting point (Celsius)
107.00
Melting point (Kelvin)
380.15
Boiling point (Celsius)
527.20
Boiling point (Kelvin)
800.35
General information
Molecular weight
324.89g/mol
Molar mass
324.8880g/mol
Density
1.0444g/cm3
Appearence

Bupivacaine typically appears as a white or off-white crystalline powder. It is odorless and has a slightly bitter taste. It is soluble in water and alcohol.

Comment on solubility

Solubility of (2-chlorophenyl)methyl-[2-[[8-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-8-oxo-octanoyl]amino]ethyl]-diethyl-ammonium

The solubility of this complex compound can be influenced by several factors due to its intricate structure featuring both hydrophobic and hydrophilic segments. The following points are essential to consider:

  • Ammonium Groups: The presence of diethyl-ammonium groups typically increases solubility in polar solvents, primarily due to their ionic nature, promoting interactions with water.
  • Chlorophenyl Moieties: The inclusion of 2-chlorophenyl units introduces hydrophobic characteristics, which may hinder solubility in aqueous environments.
  • Alkyl Chains: The diethyl groups can also enhance solubility in organic solvents, reflecting a tendency toward increased lipophilicity.

It is often observed that a substance's solubility can be described using the phrase, "like dissolves like." In this case, while the ionic ammonium segments can interact with water, the bulky chlorophenyl and lipid-like octanoyl components may present challenges in achieving high solubility in water.

Moreover, it is important to note that solubility may vary based on factors such as temperature, pH, and the presence of other ionic species in the solution. Each of these characteristics provides a unique behavioral profile for the compound's solubility depending on environmental conditions.

Interesting facts

Interesting Facts about (2-chlorophenyl)methyl-[2-[[8-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-8-oxo-octanoyl]amino]ethyl]-diethyl-ammonium

This fascinating compound belongs to a class of quaternary ammonium compounds, which are recognized for their diverse applications in both the pharmaceutical and industrial sectors. Its unique structure offers intriguing properties that warrant further exploration.

Key Features

  • Drug Development: Often, compounds like this play a significant role in medicinal chemistry, being designed to enhance therapeutic efficacy while minimizing side effects.
  • Diverse Applications: Quaternary ammonium compounds are known for their use as disinfectants, surfactants, and in various chemical syntheses, showcasing their versatility.
  • Structure-Activity Relationship: The presence of chlorophenyl groups may influence biological activity, making this compound a subject of interest in studying how slight variations in structure can impact functionality.

Research Insights

In the realm of scientific investigation, this compound serves both as a model for understanding complex molecular interactions and as a potential lead compound for developing new drugs. Its layered structural components—including amine and ketone functionalities—open avenues for further functionalization and study.

Moreover, the ionic nature of the compound due to the quaternary ammonium group can facilitate interactions with cellular membranes, leading to increased research into its biocompatibility and transport mechanisms. As one researcher aptly stated: "The intricacies within such molecules often reveal untapped therapeutic potentials."

Conclusion

Overall, (2-chlorophenyl)methyl-[2-[[8-[2-[(2-chlorophenyl)methyl-diethyl-ammonio]ethylamino]-8-oxo-octanoyl]amino]ethyl]-diethyl-ammonium not only exemplifies the beauty of chemical synthesis but also embodies the continuing quest to harness chemical knowledge for improving human health.