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Bupivacaine

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Identification
Molecular formula
C18H28N2O2
CAS number
2180-92-9
IUPAC name
2-(isobutylamino)ethyl 3-aminobenzoate
State
State

At room temperature, Bupivacaine is typically in a solid state, existing as a crystalline powder. It is stable under normal laboratory conditions.

Melting point (Celsius)
106.00
Melting point (Kelvin)
379.15
Boiling point (Celsius)
409.70
Boiling point (Kelvin)
682.85
General information
Molecular weight
288.43g/mol
Molar mass
288.3920g/mol
Density
1.0260g/cm3
Appearence

Bupivacaine is typically found in the form of a white crystalline powder. It is odorless and has a bitter taste. The compound is commonly used in medical and laboratory settings requiring precise compound characterization.

Comment on solubility

Solubility of 2-(isobutylamino)ethyl 3-aminobenzoate

The solubility of 2-(isobutylamino)ethyl 3-aminobenzoate can be quite intriguing due to its unique structural characteristics. This compound exhibits amphiphilic behavior, indicating that it has both hydrophilic (water-attracting) and hydrophobic (water-repelling) segments. Factors influencing its solubility include:

  • Polarity: The presence of amino groups can enhance solubility in polar solvents.
  • Hydrophobic Interactions: The isobutyl group may limit solubility in water, favoring nonpolar organic solvents.
  • pH Levels: The solubility may vary with changes in the pH of the solution, as protonation states can alter interactions with solvent molecules.

As a general guideline, when considering the solubility of this compound:

  • It is more likely to dissolve in solvents like dimethyl sulfoxide (DMSO) or ethanol than in pure water.
  • In aqueous solutions, solubility may be improved by the presence of other ions or adjusting the pH to enhance the protonation of the amino groups.

In summary, the solubility of 2-(isobutylamino)ethyl 3-aminobenzoate is influenced by various molecular interactions, making it a compound with variable solubility based on the solvent and environmental conditions.

Interesting facts

Interesting Facts about 2-(Isobutylamino)ethyl 3-aminobenzoate

2-(Isobutylamino)ethyl 3-aminobenzoate, often referred to in scientific literature for its complex structure and diverse applications, is a compound that intertwines chemistry with pharmacology. Here are some noteworthy aspects:

  • Pharmaceutical Relevance: This compound serves as an essential building block in the synthesis of various pharmaceuticals, particularly in the design of medications targeting the central nervous system and related pathways.
  • Biological Activity: The incorporation of both amine and benzoate functional groups allows for unique interactions with biological systems, making it a candidate for further research in drug development focused on improving therapeutic efficacy.
  • Synthetic Versatility: Due to its structural framework, 2-(isobutylamino)ethyl 3-aminobenzoate can be easily modified to produce numerous derivatives, thus offering a broad spectrum of potential applications in organic synthesis.
  • Research Potential: Ongoing studies suggest that compounds like this may reveal insights into enzyme inhibition and receptor binding, opening avenues for novel treatments.
  • Structure-Activity Relationship (SAR): The investigation of its SAR plays a crucial role in determining how slight modifications in its structure can influence biological activity, aiding in the design of more effective therapeutic agents.

As a compound rich in potential, 2-(isobutylamino)ethyl 3-aminobenzoate exemplifies how chemical modifications can lead to significant advancements in medicinal chemistry and pharmacological applications. The continual exploration of this compound not only enhances our understanding of drug interactions but also fosters the development of safer and more effective therapeutic options for various health conditions.

Synonyms
METABUTETHAMINE
4439-25-2
PSJ9VIF3RV
METABUTETHAMINE [WHO-DD]
DTXSID60196150
2-(ISOBUTYLAMINO)ETHANOL M-AMINOBENZOATE
2-((2-methylpropyl)amino)ethyl 3-aminobenzoate
2-[(2-methylpropyl)amino]ethyl 3-aminobenzoate
DTXCID70118641
2-(2-methylpropylamino)ethyl 3-aminobenzoate
CHEBI:81295
UNII-PSJ9VIF3RV
CHEMBL2110959
BXMFKNRZTLNAFY-UHFFFAOYSA-N
DB13578
C17723
Q1176265