Amylocaine

Amylocaine
Names
IUPAC name
[1-(Dimethylamino)-2-methylbutan-2-yl] benzoate
Other names
Stovaine; Benzoic acid [1-(dimethylaminomethyl)-1-methylpropyl] ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.010.375 Edit this at Wikidata
EC Number
  • 211-411-1
KEGG
UNII
  • InChI=1S/C14H21NO2/c1-5-14(2,11-15(3)4)17-13(16)12-9-7-6-8-10-12/h6-10H,5,11H2,1-4H3 checkY
    Key: FDMBBCOBEAVDAO-UHFFFAOYSA-N checkY
  • InChI=1/C14H21NO2/c1-5-14(2,11-15(3)4)17-13(16)12-9-7-6-8-10-12/h6-10H,5,11H2,1-4H3
    Key: FDMBBCOBEAVDAO-UHFFFAOYAQ
  • O=C(OC(C)(CC)CN(C)C)c1ccccc1
Properties
C14H21NO2
Molar mass 235.327 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Amylocaine was the first synthetic local anesthetic. It was synthesized and patented under the name Stovaine by Ernest Fourneau at the Pasteur Institute in 1903.[1][contradictory] It was used mostly in spinal anesthesia.[2]

  1. ^ Fourneau, E. (1904). "Stovaïne, anesthésique local". Bulletin des sciences pharmacologiques. 10: 141–148.
  2. ^ Debue-Barazer, Christine (2007). "Les Implications scientifiques et industrielles du succès de la Stovaïne : Ernest Fourneau (1872–1949) et la chimie des médicaments en France" Archived 2013-10-05 at the Wayback Machine. Gesnerus 64 (1-2): 24-53.