Eucaine

Eucaine
Clinical data
Trade namesBeta-Eucaine
Other names
  • Betacaine
  • Betacain
  • Beta-eucaine
  • Eucaine B
  • Eucain B
  • β-Eucaine
Identifiers
IUPAC name
  • [(4R,6S)-2,2,6-Trimethylpiperidin-4-yl] benzoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H21NO2
Molar mass247.338 g·mol−1
3D model (JSmol)
SMILES
  • C[C@H]1C[C@H](CC(N1)(C)C)OC(=O)C2=CC=CC=C2

Eucaine (beta-eucaine) is a drug that was previously used as a local anesthetic.[1] It was designed as an analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic.[2] It is a white, crystalline solid. Prior to World War I, Britain imported eucaine from Germany.[3] During the war, a team including Jocelyn Field Thorpe and Martha Annie Whiteley developed a synthesis in Britain.[3]

The brand name Betacaine can sometimes refer to a preparation containing lidocaine, not eucaine.

See also

References

  1. ↑ Sneader W (31 October 2005). Drug Discovery: A History. John Wiley & Sons. pp. 127–9. ISBN 978-0-470-01552-0.
  2. ↑ Manske RH (12 May 2014). The Alkaloids: Chemistry and Physiology. Elsevier. pp. 213–4. ISBN 978-1-4832-2192-2.
  3. 1 2 Creese MR (1997). "Martha Annie Whiteley (1866-1956): Chemist and Editor" (PDF). Bulletin for the History of Chemistry. 8: 42–45.
  • The dictionary definition of eucaine at Wiktionary
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