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Bupivacaine

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Identification
Molecular formula
C18H28N2O
CAS number
2180-92-9
IUPAC name
N-(4-benzyloxy-2,6-dimethyl-phenyl)-2-(butylamino)acetamide
State
State

Bupivacaine is in a solid state at room temperature.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
404.50
Boiling point (Kelvin)
677.70
General information
Molecular weight
288.44g/mol
Molar mass
288.4410g/mol
Density
1.0100g/cm3
Appearence

Bupivacaine is typically available as a white crystalline powder that is odorless.

Comment on solubility

Solubility of N-(4-benzyloxy-2,6-dimethyl-phenyl)-2-(butylamino)acetamide

N-(4-benzyloxy-2,6-dimethyl-phenyl)-2-(butylamino)acetamide exhibits intriguing solubility properties that can be influenced by various factors. Here are some key points to consider:

  • Polarity: The compound contains both aromatic and amine functional groups, which can affect its polarity and thus its solubility in different solvents.
  • Water Solubility: Generally, compounds with large hydrophobic (non-polar) portions, such as the benzyl moiety, tend to have limited solubility in polar solvents like water.
  • Organic Solvents: Due to its structural characteristics, this compound is expected to be more soluble in organic solvents such as ethanol, acetone, or dimethyl sulfoxide (DMSO).
  • Temperature Influence: Solubility can be temperature-dependent, with increasing temperatures typically enhancing the solubility of solid compounds in liquids.
  • pH Sensitivity: The solubility might also be influenced by pH levels, particularly due to the amine group which can accept protons in acidic conditions.

In summary, while N-(4-benzyloxy-2,6-dimethyl-phenyl)-2-(butylamino)acetamide may not be highly soluble in water, its solubility in organic solvents and dependence on temperature and pH levels make it versatile in practical applications. As such, thorough testing is essential to determine its most effective use in various chemical environments.

Interesting facts

N-(4-benzyloxy-2,6-dimethyl-phenyl)-2-(butylamino)acetamide: An Exploration

This compound is a fascinating example of medicinal chemistry and has garnered attention for its potential therapeutic applications. Here are some intriguing facts about it:

  • Structural Features: The compound is characterized by a unique combination of a benzyloxy group and a butylamino substitution, which contributes to its biological activity. The presence of multiple methyl groups enhances its lipophilicity, potentially affecting its absorption and distribution in biological systems.
  • Potential Applications: Compounds of this class have been investigated for their neuroprotective and anti-inflammatory properties. Their ability to interact with various receptors may provide mechanisms for treating neurological disorders, which makes them a subject of interest in pharmaceutical research.
  • Mechanism of Action: The interaction of this compound with specific neurotransmitter pathways may facilitate an increase in certain neurotransmitter levels, thus offering insights into how it might modulate mood and cognition.
  • Research Directions: Ongoing studies focus on optimizing its chemical structure to enhance potency and selectivity for targeted receptors. This could further lead to the development of improved therapeutic agents with reduced side effects.
  • Life Cycle: The synthesis of this compound usually requires advanced synthetic techniques, which can include multi-step reactions. These processes serve as an excellent illustration of the creativity and complexity involved in drug design.

As we continue to investigate such compounds, the insights gained not only enhance our understanding of chemistry but also pave the way for novel therapeutic strategies. It's remarkable to think of the potential that a seemingly simple structural variation can have on biological activity!