Eucaine
Historical document, translated for reference. It reflects medical knowledge of the 1920s–30s and is not medical advice.
Summary
Eucaine is a synthetic local anesthetic developed as a less toxic alternative to cocaine. It is an ester of benzoic acid with a substituted piperidine ring, used in various concentrations for different types of anesthesia.
Encyclopedia article (1928–1936)
EUCAINE (eucaine, evkain), Eucaine. The study of cocaine (see) showed that its anesthetic action is associated with a specific combination in the molecule of a benzoic acid residue (C6H5COO-) with a nitrogenous base. Since cocaine contains a piperidine ring in its nitrogenous base, a number of attempts were made to find esters of benzoic acid with variously substituted piperidines. Of these compounds, called E., only beta-eucaine is used, the hydrochloride salt of the benzoyl-trimethoxy-piperidine ester n n n ch3\/___\/ < )COO /<______/NH-HCl n /\ /\ H H CH3 CH3, a white crystalline powder with a slightly bitter taste, easily soluble in alcohol, soluble 1:30 in water; melting point 268°, with decomposition. Beta-E. is 4-5 times less toxic than cocaine, and its anesthetic action is in strength close to the latter; it barely dilates the pupils, does not disturb accommodation, however slightly dilates blood vessels; by adding adrenaline to a solution of beta-E., blood vessels can be constricted when using such a solution and the local anesthetic action of E. can be enhanced. Solutions of E. have a slight antiseptic effect. Poisoning from beta-E. occurs with large doses; symptoms of poisoning are similar to those from cocaine, only convulsions are less severe and not so prolonged, and the heart contracts more slowly; due to the dilation of peripheral vessels by E. and significant blood flow to them, the heart is insufficiently filled with blood. In ophthalmic practice, eucaine is used in a 2% solution; for infiltrative anesthesia - 0.1-1-2% solution; for regional anesthesia - 2-5% solution; for ischias - 70-100 cm3 of 0.1% solution in physiological solution is injected along the nerve. The dose of beta-E. of 0.1-0.12 should be considered maximum, and 0.2 is already toxic.
Related articles
Cite this page
“Eucaine.” Soviet Medical Encyclopedia. English translation of Bolshaya Meditsinskaya Entsiklopediya, 1st ed. (Moscow, 1928–1936), ed. N. A. Semashko. https://sovietmedicalencyclopedia.pages.dev/article/eucaine/