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It07:Benzocaine

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Benzocaine

Introduction

Benzocaine is a local anaesthetic with a range of applications, although it is most commonly used as a topical pain reliever in many over-the-counter medications.


It07:Benzocaine
2D Representation of Benzocaine
General
Systematic name ethyl 4-aminobenzoate
Other names Benzoic acid, p-amino-, ethyl ester; p-(Ethoxycarbonyl)aniline; p-Aminobenzoic acid, ethyl ester; p-Carbethoxyaniline; p-Ethoxycarboxylic aniline; Amben ethyl ester; Anaesthan-syngala; Anaesthesin
Molecular formula C9H11NO2
SMILES NC1=CC=C(C(OCC)=O)C=C1
Molar mass 165.19 gmol-1
CAS number 94-09-7
Properties
Melting point 88 oC
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Pain Relief

Pain is caused the stimulation of pain receptors at the end of nerves. The stimulation caused sodium to enter the neuron, building up an electrical potential. This signal is then passed along the nerve to the brain where it is interpreted as pain. Benzocaine works by preventing sodium entering the nerve ending. This allows benzocaine to be used as a topical pain reliever.

Uses

Uses of benzocaine

  • Appetite suppressants
  • Astrigents
  • Analgesics
  • Burn and sunburn remedies
  • Cough tablets, drops and lozenges
  • Haemorrhoidal creams, suppositories and enemas
  • Oral and gingival products for teething, toothache canker sores and denture irritation
  • Oral antibacterial agents
  • Treatments for athlete’s foot, corns, calluses and warts
  • Sore throat sprays and lozenges

Synthesis

Synthesis pathway for Benzocaine:

Spectra

Infrared

Mass Spectrum

NMR

References

  1. "Organic Chemistry" Clayden et al
  2. http://webbook.nist.gov/chemistry/
  3. http://www.pcl.ox.ac.uk/MSDS