Amylocaine

Amylocaine

IUPAC name benzoic acid [1-(dimethylaminomethyl)-1-methylpropyl] ester
Identifiers
CAS number	644-26-8
PubChem	10767
ChemSpider	10312^Y
UNII	QRW683O56T^Y
KEGG	D07454^Y
Jmol-3D images	Image 1
SMILES O=C(OC(C)(CC)CN(C)C)c1ccccc1
InChI 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^Y Key: FDMBBCOBEAVDAO-UHFFFAOYSA-N^Y 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
Properties
Molecular formula	C₁₄H₂₁NO₂
Molar mass	235.32204
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Amylocaine was the first synthetic local anesthetic. It was synthesized and patented under the name Stovaine by Ernest Fourneau^[1] at the Pasteur Institute in 1903.^[2] It was formerly used mostly in spinal anesthesia.^[3]

Notes and references

^ Fourneau is the French word for stove.
^ "Stovaïne, anesthésique local", in Bull. Sc. pharmacolog., 1904, 10, 141.
^ Christine Debue-Barazer, "Les implications scientifiques et industrielles du succès de la Stovaïne. Ernest Fourneau (1872-1949) et la chimie des médicaments en France", in Gesnerus 64, 2007, p. 25.

Esters of aminobenzoic acid	Amylocaine • Benzocaine • Butacaine • Butamben • Chloroprocaine • Dimethocaine • Meprylcaine • Metabutoxycaine • Orthocaine • Propoxycaine • Procaine (Novocaine) • Proxymetacaine • Risocaine • Tetracaine

Esters of benzoic acid	3-(p-Fluorobenzoyloxy)tropane • Cocaine • Cyclomethycaine • Hexylcaine • Piperocaine

Combinations

Anesthetic/anesthetic - Lidocaine/prilocaine

anat(h/r/t/c/b/l/s/a)/phys(r)/devp/prot/nttr/nttm/ntrp

noco/auto/cong/tumr, sysi/epon, injr

proc, drug(N1B)