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Bupivacaine

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Identification
Molecular formula
C18H28BrN2O
CAS number
2180-92-9
IUPAC name
N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide
State
State

At room temperature, Bupivacaine is typically found as a solid due to its crystalline form. For practical use in medical settings, it is frequently dissolved in a solution as an injectable or topical anaesthetic.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
380.90
Boiling point (Kelvin)
654.05
General information
Molecular weight
288.43g/mol
Molar mass
288.4270g/mol
Density
1.0989g/cm3
Appearence

Bupivacaine typically appears as a white crystalline powder. It is often odorless and has a slightly bitter taste. The compound is commonly used in its hydrochloride form, which enhances its solubility in water for medical applications.

Comment on solubility

Solubility of N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide

The solubility of N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide can be influenced by several factors due to its unique structural characteristics. This compound, which possesses both hydrophobic and hydrophilic components, showcases a varied solubility profile:

  • Polar nature: The presence of the diethylamino group contributes to its polar character, which can enhance solubility in polar solvents such as water and alcohols.
  • Hydrophobic interactions: Conversely, the phenyl groups and the bromine substituent lend hydrophobic traits to the molecule, which could limit solubility in highly polar solvents.
  • Temperature effects: As with many compounds, solubility may increase with temperature, making it easier for the compound to dissolve in solution at elevated temperatures.
  • pH dependence: The solubility may also vary depending on the pH of the solution, particularly due to the presence of the amide functional group.

In summary, while N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide has the potential to exhibit solubility in both organic and aqueous environments, the balance between its hydrophilic and hydrophobic components dictates this behavior. Experimentation is key to fully understand the solubility characteristics of this compound in various solvents.

Interesting facts

Interesting Facts about N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide

N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide, often referred to as a derivatives of amides, boasts some fascinating characteristics that intrigue both chemists and pharmacologists. Here are several noteworthy aspects of this compound:

  • Pharmacological Significance: The structural features of this compound suggest potential applications in medicinal chemistry. Compounds with similar structural motifs have been investigated for their therapeutic properties, particularly in the realm of neurological disorders.
  • Electrophilic Properties: The presence of the bromine atom introduces significant electrophilic reactivity, making it a useful intermediate in organic synthesis and allowing for various modifications to enhance medicinal activities.
  • Substituent Influence: The 2,6-dimethylphenyl group, along with the diethylamino moiety, is known to influence the compound’s interactions with biological targets, enhancing its lipophilicity and potentially increasing cell membrane permeability.
  • Synthetic Routes: Researchers often employ various synthetic strategies to create amides like this, including coupling reactions that give rise to tailored compounds for specific biological activities.
  • Analytical Techniques: The study of this compound necessitates sophisticated analytical methods, including NMR and mass spectrometry, for elucidating its structure and confirming its purity during experimentation.

In summary, N-(4-bromo-2,6-dimethyl-phenyl)-2-(diethylamino)acetamide represents a compelling compound in the vast realm of organic chemistry. Its unique structure makes it a candidate for extensive studies aimed at evolving therapeutic solutions. As the famous chemist Linus Pauling once stated, "The best way to have a good idea is to have a lot of ideas." The exploration of compounds like this contributes significantly to the wealth of ideas that can lead to breakthroughs in science.

Synonyms
17060-81-0
4'-Bromo-2-(diethylamino)-2',6'-acetoxylidide
2',6'-ACETOXYLIDIDE, 4'-BROMO-2-(DIETHYLAMINO)-
A 1411
DTXSID40168911
DTXCID3091402
N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide
starbld0031481
SAA06081