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Bupivacaine

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Identification
Molecular formula
C18H28ClN2O
CAS number
38396-39-3
IUPAC name
2-[5-chloropentyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide
State
State

At room temperature, bupivacaine is in a solid state, typically prepared as a hydrochloride powder for pharmaceutical purposes. When administered, it is usually in a liquid form, dissolved in a suitable solvent under sterile conditions for injection.

Melting point (Celsius)
128.00
Melting point (Kelvin)
401.15
Boiling point (Celsius)
421.10
Boiling point (Kelvin)
694.25
General information
Molecular weight
288.90g/mol
Molar mass
288.4390g/mol
Density
1.0100g/cm3
Appearence

Bupivacaine typically appears as a white crystalline powder. It is odorless and has a slightly bitter taste. Bupivacaine is often formulated as a hydrochloride salt for medical use, enhancing its solubility and stability.

Comment on solubility

Solubility of 2-[5-chloropentyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

The solubility of 2-[5-chloropentyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide can be characterized by several important factors:

  • Polarity: The presence of both hydrophilic (polar) and hydrophobic (non-polar) groups within the molecule suggests that its solubility may vary in different solvents.
  • Solvent Interaction: Typically, compounds with amine groups tend to dissolve well in polar solvents, such as water, due to the ability to form hydrogen bonds. However, the extensive hydrocarbon chain and aromatic ring structures may decrease water solubility.
  • Temperature: The solubility may improve at elevated temperatures, which often increases molecular motion and disrupts solute-solute interactions.
  • pH Levels: The solubility may also be influenced by the pH of the solution, especially since amines can be protonated in acidic conditions, potentially enhancing solubility in acidic media.

In summary, while it is challenging to predict the exact solubility behavior without experimental data, one can anticipate that this compound may be soluble in polar organic solvents and potentially exhibit limited solubility in water due to its complex structure. As the saying goes, "like dissolves like," so the choice of solvent is crucial in determining its solubility.

Interesting facts

Interesting Facts about 2-[5-Chloropentyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

This compound is a fascinating example of a complex organic molecule with unique properties and potential applications. Here are some intriguing aspects:

  • Structural Diversity: The presence of both a chloropentyl group and a dimethylphenyl substituent highlights its structural diversity, which often translates to varied biological activities.
  • Pharmacological Potential: Compounds like this one are often explored for their implications in medicinal chemistry, particularly in drug design targeting specific receptors in the body.
  • Amide Functionality: The amide bond in this compound is significant, as it influences both the compound's stability and its interaction with biological systems, making it an important feature in pharmacological research.
  • Chirality Considerations: With the presence of multiple chiral centers, compounds like this can exhibit different biological activities depending on their stereochemistry, making stereoisomerism a crucial factor in drug development.
  • Research Context: This compound could serve as a lead compound in the search for treatments related to various conditions, showcasing the importance of organic synthesis in developing new pharmaceuticals.

In the realm of chemical research, the exploration of such compounds opens pathways to understanding complex biological interactions and the development of innovative therapeutic agents. Research in this area reminds us of the intricate relationship between chemistry and biology, leading to advancements in healthcare and treatment methodologies.


Synonyms
29622-29-5
Rad 150
DTXSID40183806
2-((5-Chloropentyl)methylamino)-N-(2,6-dimethylphenyl)acetamide
RefChem:178513
DTXCID40106297
N-(2,6-Dimethylphenyl)-2-[(5-chloropentyl)methylamino]acetamide
2-[5-chloropentyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide
N-(5-Chloropentyl)-N-methylaminoaceto-2,6-xylidide
2-((5-chloropentyl)(methyl)amino)-N-(2,6-dimethylphenyl)acetamide