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Bupivacaine

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Identification
Molecular formula
C18H28ClN2O2
CAS number
2180-92-9
IUPAC name
cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium;chloride
State
State

At room temperature, Bupivacaine is a solid. It is commonly available in solution form for medical use.

Melting point (Celsius)
106.00
Melting point (Kelvin)
379.15
Boiling point (Celsius)
392.00
Boiling point (Kelvin)
665.15
General information
Molecular weight
324.90g/mol
Molar mass
324.9000g/mol
Density
1.0480g/cm3
Appearence

Bupivacaine appears as a white crystalline powder. In its pure form, it is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of Cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium Chloride

The solubility of cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium chloride can be influenced by several factors, including its chemical structure and intermolecular interactions. Here are some points to consider:

  • Solvent Interaction: The presence of the ammonium group in this compound suggests that it may have favorable interactions with polar solvents, particularly water. Ammonium compounds typically exhibit good solubility in polar media.
  • Functional Groups: The presence of both hydroxy and amide functionalities can enhance hydrogen bonding, potentially increasing solubility. The hydroxy groups can attract water molecules, while the amide may facilitate solvation through dipole interactions.
  • Structural Considerations: The bulky cyclohexyl groups might hinder solubility to some extent due to steric effects, but the compound's overall polar character may still promote solubility.
  • Concentration: As with many organic compounds, solubility can vary significantly with concentration, requiring careful assessments under specific conditions.

In summary, while cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium chloride is expected to exhibit reasonable solubility in polar solvents, the precise solubility profile will need empiric determination under defined conditions. Factors such as temperature and the presence of other solutes can further influence this behavior, underscoring the complexity of solubility in chemical systems.

Interesting facts

Interesting Facts about Cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium Chloride

This compound presents a fascinating interplay of structural chemistry and biological activity. Here are some noteworthy points:

  • Complex Structure: The compound features a cyclohexyl group, which contributes to its rigidity and potentially influences the overall pharmacological properties. The presence of multiple functional groups enhances its potential reactivity.
  • Pharmaceutical Potential: Compounds with similar structures are often investigated for their biological activities, particularly in medicinal chemistry, where they may act as enzyme inhibitors or receptor modulators.
  • Drug Design: The combination of an amine and a carbamate in the structure suggests possible applications in drug design, where it might mimic or inhibit biological processes.
  • Mechanism of Action: Understanding how this compound interacts at the molecular level can provide insights into its mechanism of action, which is crucial for developing new therapeutic agents.
  • Research Opportunities: Given its unique features, this compound could be a valuable subject for further research, paving the way for novel applications in chemistry and biochemistry.

As a chemistry student or a scientist, appreciating the intricate details of such compounds is essential for advancing knowledge in both synthetic and analytical chemistry. The exploration of cyclohexyl-[2-[4-(cyclohexylcarbamoyl)-3-hydroxy-anilino]-2-oxo-ethyl]ammonium chloride can indeed lead to significant discoveries in molecular biology and material science.

Synonyms
N-Cyclohexyl-4-(2-cyclohexylaminoacetylamino)salicylamide, hydrochloride
ACETANILIDE, 2-CYCLOHEXYLAMINO-4'-CYCLOHEXYLCARBAMOYL-3'-HYDROXY-, HYDROCHLORIDE
14028-36-5