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Lidocaine

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Identification
Molecular formula
C14H22N2O
CAS number
137-58-6
IUPAC name
2-(diethylamino)-N-(o-tolyl)acetamide
State
State

At room temperature, lidocaine is typically in a solid state, appearing as a crystalline powder, but it can also be used in liquid form when dissolved for medical applications.

Melting point (Celsius)
66.00
Melting point (Kelvin)
339.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
234.34g/mol
Molar mass
234.3370g/mol
Density
1.0260g/cm3
Appearence

Lidocaine typically appears as a white to slightly yellow, crystalline powder. It is odorless and has a slightly bitter taste. In solution, it is clear and colorless.

Comment on solubility

Solubility of 2-(diethylamino)-N-(o-tolyl)acetamide

2-(Diethylamino)-N-(o-tolyl)acetamide, a compound with diverse applications, exhibits intriguing solubility characteristics. Understanding its solubility is crucial for its use in various chemical processes and formulations. Here are some key points to consider:

  • Solvent Compatibility: This compound tends to be soluble in organic solvents, particularly those with polar characteristics such as ethanol and methanol. This increased solubility in polar solvents can be attributed to its functional groups.
  • Hydrophobic Interactions: Given its diethylamino and o-tolyl groups, the compound may exhibit hydrophobic behavior, making it less soluble in nonpolar solvents.
  • Temperature Dependence: Like many organic compounds, the solubility of 2-(diethylamino)-N-(o-tolyl)acetamide can vary with temperature; generally, an increase in temperature enhances solubility.
  • Aqueous Solubility: The solubility of this compound in water is likely limited due to the hydrophobic nature of the aromatic ring and the bulky diethylamino group.

In summary, while 2-(diethylamino)-N-(o-tolyl)acetamide demonstrates solubility in polar organic solvents, its overall aqueous solubility is likely minimal. This behavior is typical of compounds containing aromatic and aliphatic amines, which balance between hydrophilicity and hydrophobicity.

Interesting facts

Interesting Facts about 2-(diethylamino)-N-(o-tolyl)acetamide

2-(diethylamino)-N-(o-tolyl)acetamide is a fascinating compound, particularly known for its role in medicinal chemistry. Here are some intriguing aspects of this compound:

  • Pharmaceutical Application: This compound is often explored for its potential as a drug candidate due to the presence of the diethylamino group, which can enhance pharmacological activity.
  • Amide Bond Significance: The amide bond in this molecule is crucial for its biological function, participating in various molecular interactions that are essential for the compound's efficacy.
  • Tolyl Group Contribution: The o-tolyl moiety adds unique steric and electronic properties to the molecule, potentially influencing its binding affinity and selectivity towards biological targets.
  • Synthetic Pathways: The synthesis of this compound involves various synthetic strategies, often showcasing methods in organic chemistry such as acylation and amination techniques.
  • Research Interest: Due to its structural features, this compound is of significant interest in research settings, particularly in the study of neuropharmacology and the development of new therapeutic agents.

Overall, 2-(diethylamino)-N-(o-tolyl)acetamide embodies the intricate relationship between chemical structure and biological activity, making it a noteworthy subject of study for chemists and pharmacologists alike.

Synonyms
o-ACETOTOLUIDIDE, 2-DIETHYLAMINO-
3213-14-7
2-Diethylamino-o-acetotoluidide
BRN 2371471
4-12-00-01782 (Beilstein Handbook Reference)
CHEMBL271307
SCHEMBL14605471
DTXSID30185910
diethylaminoacetic acid o-toluidide
AKOS002844456