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Lidocaine

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Identification
Molecular formula
C14H22N2O
CAS number
137-58-6
IUPAC name
2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate
State
State
At room temperature, lidocaine is in a solid state, often stored as a powder or in a crystal form. It can also be available in solutions for medical applications.
Melting point (Celsius)
66.00
Melting point (Kelvin)
339.15
Boiling point (Celsius)
364.15
Boiling point (Kelvin)
637.30
General information
Molecular weight
234.34g/mol
Molar mass
234.3390g/mol
Density
1.0260g/cm3
Appearence
Lidocaine typically appears as a white crystalline powder. It is practically odorless and has a slightly bitter taste. It is often used in its hydrochloride form as a local anesthetic.
Comment on solubility

Solubility of 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate

The solubility of 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate can be quite nuanced due to its complex molecular structure. Several factors contribute to its solubility behavior:

  • Polarity: The presence of the diethylamino group increases polarity, which typically enhances solubility in polar solvents such as water and alcohols.
  • Hydrophobic Components: The phenylbutanoate moiety can impart hydrophobic characteristics, potentially reducing solubility in aqueous solutions.
  • Interactions: The ability to form hydrogen bonds can significantly affect solubility. The ethoxy groups can engage in such interactions, aiding solubility in appropriate solvents.

In general, compounds with similar structures tend to exhibit the following solubility profiles:

  1. Readily soluble in organic solvents like ethanol, acetone.
  2. Moderate solubility in less polar solvents.
  3. Poor solubility in highly polar solvents unless there are sufficient hydrogen bonding sites.

Ultimately, it's essential to consider the specific conditions of the solution, including temperature and pH, as these factors can markedly influence the solubility of 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate in practice.

Interesting facts

Interesting Facts about 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate

2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate is a fascinating compound that belongs to the class of esters. Its unique structure and composition lend it several intriguing properties and potential applications. Here are some noteworthy points:

  • Pharmaceutical Relevance: This compound exhibits pharmacological properties, often investigated for its potential use as a therapeutic agent. Its structure suggests that it may interact with various biological systems, paving the way for novel drug development.
  • Diethylamino Group: The presence of the diethylamino group in the compound is significant as it contributes to its polar nature, potentially enhancing its solubility in biological systems and affecting its pharmacokinetics.
  • Phenyl Substitution: The phenyl group in its structure can lead to interesting electronic properties, which may affect how the compound interacts with other molecules. This feature is commonly associated with enhancing the binding affinity to specific biological targets.
  • Structure-Activity Relationship: The compound exemplifies the concept of structure-activity relationship (SAR) in medicinal chemistry. By modifying components of the molecule, researchers can optimize its efficacy and safety profiles for specific applications.
  • Synthetic Pathways: The synthesis of such compounds often involves advanced organic reactions, which makes them an exciting topic of study for chemistry students. Understanding the synthetic pathways helps in grasping more complex organic chemistry concepts.

In summary, 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate not only serves as a compelling example of a versatile chemical entity but also opens avenues for research and discovery in the field of medicinal chemistry. Its multifaceted nature offers a blend of challenges and insights for budding chemists and seasoned researchers alike.

Synonyms
Butamirate
18109-80-3
Butamirato
Butamiratum
Codimin
2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate
M75MZG2236
DTXSID7048403
2-(2-(diethylamino)ethoxy)ethyl 2-phenylbutanoate
DTXCID5028376
R05DB13
2-(2-diethylaminoethoxy)ethyl-2-phenylbutamyrate dihydrogen citrate
242-005-2
alpha-Ethylbenzeneacetic acid, 2-(2-(diethylamino)ethoxy)ethyl ester, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
18109-80-3 (free base)
Benzeneacetic acid, alpha-ethyl-, 2-(2-(diethylamino)ethoxy)ethyl ester
Butamirate (INN)
BUTAMIRATE [INN]
Brospamin
2-[2-(Diethylamino)ethoxy]ethyl 2-phenylbutyrate
Butamirate [INN:BAN]
Butamiratum [INN-Latin]
Butamirato [INN-Spanish]
2-(2-(DIETHYLAMINO)ETHOXY)ETHYL 2-PHENYLBUTYRATE
Butamirat
UNII-M75MZG2236
Butamyrate; 2-[2-(Diethylamino)ethoxy]ethyl 2-Phenylbutyrate; 2-[2-(Diethylamino)ethoxy]-ethanol 2-Phenylbutyrate; 2-Phenyl-butyric Acid 2-[2-(Diethylamino)ethoxy]ethyl Ester; alpha-Ethyl-benzeneacetic Acid
Codimin (TN)
EINECS 242-005-2
BUTAMIRATE [MI]
EC 242-005-2
BUTAMIRATE [WHO-DD]
MLS001047521
SCHEMBL668881
orb1700941
CHEMBL1332546
CHEBI:135310
HMS2784H23
TAA10980
AKOS015969721
Benzeneacetic acid, .alpha.-ethyl-, 2-[2-(diethylamino)ethoxy]ethyl ester
DB13731
SMR000425405
HY-118545
CS-0066328
NS00009559
2-(2- Diethylaminoethoxy)ethyl-2-phenylbutyrat
D07594
Q2360598
BENZENEACETIC ACID, .ALPHA.-ETHYL-2-(2-(DIETHYLAMINO)ETHOXY)ETHYL ESTER
2-Phenyl-butyric acid 2-(2-diethylamino-ethoxy)-ethyl ester; compound with 3-carboxy-3-hydroxy-pentanedioic acid