alpha-Eucaine

alpha-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]

alpha-Eucaine
Clinical data
Trade namesAlpha-Eucaine
Other namesα-Eucaine; Eucaine A
Identifiers
  • Methyl 4-benzoyloxy-1,2,2,6,6-pentamethylpiperidine-4-carboxylate
CAS Number
PubChem CID
ChemSpider
KEGG
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H27NO4
Molar mass333.428 g·mol−1
3D model (JSmol)
  • CC1(CC(CC(N1C)(C)C)(C(=O)OC)OC(=O)C2=CC=CC=C2)C
  • InChI=1S/C19H27NO4/c1-17(2)12-19(16(22)23-6,13-18(3,4)20(17)5)24-15(21)14-10-8-7-9-11-14/h7-11H,12-13H2,1-6H3
  • Key:MJMZACWQGQGLBI-UHFFFAOYSA-N

See also
  • Eucaine, a related local anesthetic

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.
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