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Bupivacaine

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Identification
Molecular formula
C18H28ClN3O
CAS number
2180-92-9
IUPAC name
2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide
State
State

At room temperature, bupivacaine is typically in the form of its hydrochloride salt, which is solid. It is often encountered in a powdered form for preparation of solutions or in injectable solutions.

Melting point (Celsius)
107.00
Melting point (Kelvin)
380.15
Boiling point (Celsius)
546.40
Boiling point (Kelvin)
819.55
General information
Molecular weight
288.44g/mol
Molar mass
288.4370g/mol
Density
1.0435g/cm3
Appearence

Bupivacaine typically appears as a white or almost white crystalline powder. It is practically odorless and has a slightly bitter taste.

Comment on solubility

Solubility of 2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

The solubility of 2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide can be influenced by several factors, particularly its molecular structure and the presence of functional groups. Understanding its solubility profile is crucial for several applications, from formulation to biological activity. Here are some important considerations:

  • Polarity: The presence of both hydrophilic (e.g., amino group) and lipophilic (e.g., butyl and phenyl groups) characteristics suggests that the compound may exhibit a variable solubility in different solvents.
  • Solvent Interaction: It is likely to be more soluble in polar solvents such as water or alcohols due to the amino group, while also possessing significant solubility in non-polar solvents like hexane due to its hydrophobic sections.
  • Temperature Effect: As with many compounds, an increase in temperature can enhance solubility, making temperature control a critical factor in practical applications.
  • pH Dependence: Changes in pH can alter the ionization state of the amine, potentially affecting solubility. This means that the solubility can vary in different pH environments.

In summary, the solubility of this compound is multifaceted, relying greatly on solvent characteristics, temperature, and pH levels. As a result, it is essential to evaluate its solubility under specific conditions to predict its behavior in various applications.

Interesting facts

Interesting Facts about 2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

This compound represents a fascinating intersection of organic chemistry and pharmaceutical applications. Known for its potential therapeutic properties, it demonstrates the complexity of synthetic organic compounds in drug development. Here are some intriguing aspects of this molecule:

  • Pharmacological Significance: The structure suggests that it could interact effectively with various biological targets, making it a subject of interest in drug design.
  • Functional Groups: The presence of both an amine and an acetamide functional group hints at the compound's ability to participate in hydrogen bonding, which is critical for binding interactions in biological systems.
  • Chlorine Substitution: The chlorobutyl moiety can enhance lipophilicity, allowing the compound to permeate cell membranes more easily, which may be beneficial for its delivery mechanism.
  • Stereochemistry: The configuration of the carbon centers and the chirality in the molecule could significantly influence its biological activity, making stereochemical considerations essential in its synthesis and application.
  • Research Potential: Scientists are continuously exploring similar compounds to evaluate their efficiency as anti-inflammatory agents or in cancer therapies, reflecting the ongoing need for innovative solutions in medicine.

Overall, 2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide exemplifies the intricate dance of chemistry and biology, highlighting how even small changes in molecular structure can lead to significant biological effects. As one researcher aptly stated, "The beauty of chemistry lies in its ability to create, modify, and discover compounds that can change the course of treatment for diseases."

Synonyms
36191-21-6
2-[4-chlorobutyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide
RAD-140-Q
orb1701724
SCHEMBL20833051
DTXSID90189757
AKOS040747349
N-4'-Chlorobutyl-N-methylaminoaceto-2,6-xylidide
2-((4-Chlorobutyl)(methyl)amino)-N-(2,6-dimethylphenyl)acetamide
2-[(4-Chlorobutyl)methylamino]-N-(2,6-dimethylphenyl)acetamide