Skip to main content

Benzocaine

ADVERTISEMENT
Identification
Molecular formula
C9H11NO2
CAS number
94-09-7
IUPAC name
2-(diethylamino)ethyl 4-ethoxybenzoate
State
State

Benzocaine is a solid at room temperature. It is commonly encountered as a pure crystalline substance.

Melting point (Celsius)
88.00
Melting point (Kelvin)
361.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
165.19g/mol
Molar mass
165.1880g/mol
Density
1.1700g/cm3
Appearence

Benzocaine is a white, odorless, crystalline powder. It is known for its local anesthetic properties and is often used in topical pain relievers. The compound is relatively insoluble in water but more soluble in organic solvents such as ethanol.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 4-ethoxybenzoate

The solubility of 2-(diethylamino)ethyl 4-ethoxybenzoate can be described as moderate to high in organic solvents but limited in water. This compound's structure contributes to its solubility properties in the following ways:

  • Organic Solvents: The presence of the ethoxy group enhances its solubility in non-polar and mildly polar organic solvents such as ethanol, acetone, and dichloromethane.
  • Water Solubility: Due to the relatively large and non-polar hydrocarbon chains from the diethylamino group, 2-(diethylamino)ethyl 4-ethoxybenzoate exhibits poor solubility in water, with estimates indicating solubility below 1 g/L.
  • Influence of Temperature: Solubility may increase with temperature, making it more favorable in higher temperature applications.

In essence, for practical applications, it's advisable to dissolve 2-(diethylamino)ethyl 4-ethoxybenzoate in suitable organic solvents for effective utilization, while caution should be taken when attempting to solvate in aqueous environments.

Interesting facts

Interesting Facts About 2-(Diethylamino)ethyl 4-ethoxybenzoate

2-(Diethylamino)ethyl 4-ethoxybenzoate is a fascinating compound often explored in various fields of science due to its intriguing properties and potential applications. Here are some captivating highlights:

  • Pharmaceutical Relevance: This compound is primarily known for its role in medicinal chemistry, particularly as a potential local anesthetic. The structural presence of the diethylamino group is significant as it enhances lipid solubility, which is crucial for penetration through nerve membranes.
  • Versatile Applications: Beyond its anesthetic properties, 2-(diethylamino)ethyl 4-ethoxybenzoate has been investigated for use in the formulation of drug delivery systems, showcasing its utility in enhancing the bioavailability of certain therapeutic agents.
  • Synthetic Pathways: The synthesis of this compound often involves the reaction between ethyl 4-ethoxybenzoate and diethylamine, demonstrating vital aspects of organic chemistry techniques, such as nucleophilic substitutions.
  • Structure-Activity Relationship: Scientists are intrigued by the relationship between the compound's chemical structure and its biological activity, providing insights into how modifications can lead to enhanced efficacy and safety profiles in medicinal use.
  • Research Potential: Ongoing research is delving into its effects on biological systems, shedding light on the compound's behavior in various conditions, making it a subject of interest for drug development and toxicology studies.

In summary, 2-(diethylamino)ethyl 4-ethoxybenzoate is more than just an ordinary chemical compound; it serves as a bridge between fundamental chemistry and practical applications, thus inviting further exploration by scientists and pharmacologists alike.

Synonyms
PARETHOXYCAINE
94-23-5
Parethoxicainum
Parethoxycainum
Paretoxicaina
2-(diethylamino)ethyl 4-ethoxybenzoate
Parethoxycaine [INN]
2-diethylaminoethyl 4-ethoxybenzoate
Parethoxycainum [INN-Latin]
Paretoxicaina [INN-Spanish]
2-(Diethylamino)ethyl-4-ethoxybenzoate
4-Ethoxybenzoic acid 2-(diethylamino)ethyl ester
BRN 2586492
beta-(Diethylamino)ethyl-4-ethoxybenzoate
DTXSID0046060
68E52E5J67
PARETHOXYCAINE [MI]
Benzoic acid, p-ethoxy-, 2-(diethylamino)ethyl ester
PARETHOXYCAINE [WHO-DD]
DTXCID8026060
4-10-00-00396 (Beilstein Handbook Reference)
Benzoic acid, 4-ethoxy-, 2-(diethylamino)ethyl ester
NCGC00159450-02
Parethoxycainum (INN-Latin)
Paretoxicaina (INN-Spanish)
CAS-94-23-5
UNII-68E52E5J67
SCHEMBL25944
CHEMBL421669
CHEBI:135095
OWWVHQUOYSPNNE-UHFFFAOYSA-N
Tox21 111677
Tox21_111677
BDBM50225495
STK095500
AKOS003658271
Tox21_111677_1
NCGC00159450-03
NCGC00159450-04
NCGC00159450-05
AB00452865-09
AO-365/40892107
BRD-K54799382-003-08-4
Q27264247