structure of (Dimethylamino)ethyl p-aminobenzoate

(Dimethylamino)ethyl p-aminobenzoate

CAS No.: 10012-47-2
M. Wt: 208.257
M. Fa: C11H16N2O2
InChI Key: MXBCQLLLJGRMJI-UHFFFAOYSA-N

Names and Identifiers of (Dimethylamino)ethyl p-aminobenzoate

CAS Number

10012-47-2

IUPAC Name

2-(dimethylamino)ethyl 4-aminobenzoate

InChI

InChI=1S/C11H16N2O2/c1-13(2)7-8-15-11(14)9-3-5-10(12)6-4-9/h3-6H,7-8,12H2,1-2H3

InChIKey

MXBCQLLLJGRMJI-UHFFFAOYSA-N

Canonical SMILES

CN(C)CCOC(=O)C1=CC=C(C=C1)N

Physical and chemical properties of (Dimethylamino)ethyl p-aminobenzoate

Boiling Point

346.6±22.0 °C at 760 mmHg

Density

1.1±0.1 g/cm3

Exact Mass

208.121185

Flash Point

163.4±22.3 °C

Index of Refraction

1.556

LogP

1.30

Molecular Formula

C11H16N2O2

Molecular Weight

208.257

PSA

55.56000

Vapour Pressure

0.0±0.8 mmHg at 25°C

Applications of (Dimethylamino)ethyl p-aminobenzoate

Dimethylprocaine is primarily used in:

  • Medical Anesthesia: As a local anesthetic in various minor surgical and dental procedures.
  • Research Settings: Investigating its pharmacological properties and potential therapeutic applications.
  • Veterinary Medicine: Employed for local anesthesia in animals during surgeries.

Interaction Studies of (Dimethylamino)ethyl p-aminobenzoate

Research has shown that dimethylprocaine interacts with various biological systems:

  • Centrally Acting Stimulants: It has been studied for its reinforcing effects similar to cocaine, indicating potential abuse liability.
  • Pharmacokinetic Interactions: Dimethylprocaine may interact with other medications metabolized by similar pathways, affecting their efficacy and safety profiles.

Biological Activity of (Dimethylamino)ethyl p-aminobenzoate

Dimethylprocaine exhibits significant biological activity as a local anesthetic. Its mechanism of action involves:

  • Sodium Channel Blockade: By binding to the voltage-gated sodium channels in neuronal membranes, dimethylprocaine prevents depolarization and subsequent nerve impulse conduction.
  • Analgesic Effects: It provides effective pain relief during minor surgical procedures and dental work.
  • Reinforcing Properties: Studies indicate that dimethylprocaine may have stimulant effects in animal models, similar to those observed with other local anesthetics like cocaine.

Retrosynthesis analysis of (Dimethylamino)ethyl p-aminobenzoate

  • Route#1

    Cas:38152-22-6
    Cas:10012-47-2
  • Route#2

    Cas:54288-75-4
    Cas:10012-47-2
  • Route#3

    Cas:107-99-3
    Cas:150-13-0
    Cas:10012-47-2