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Phenacetin ⓘ (acetophenetidin, N-(4-ethoxyphenyl)acetamide [1]) is a pain-relieving and fever-reducing drug, which was widely used following its introduction in 1887. It was withdrawn from medicinal use as dangerous from the 1970s (e.g., withdrawn in Canada in 1973, [2] and by the U.S. Food and Drug Administration in 1983 [3]).
p-Phenetidine (4-ethoxyaniline) is a chemical compound with the molecular formula C 8 H 11 NO. It is one of the three isomers of phenetidine. It is used as an intermediate in the synthesis of pharmaceutical drugs, dyes, and the sweetener dulcin.
Trademarked in 1918, Anacin is one of the oldest brands of pain relievers in the United States. It originally contained acetophenetidin (phenacetin) and was promoted as "aspirin-free relief," but was reformulated in the 1980s following the FDA's ruling to withdraw phenacetin from the market in 1983 due to concerns over its carcinogenic ...
Julius Axelrod (pictured) and Bernard Brodie demonstrated that acetanilide and phenacetin are both metabolized to paracetamol, which is a better-tolerated analgesic. Acetanilide was the first aniline derivative serendipitously found to possess analgesic as well as antipyretic properties, and was quickly introduced into medical practice under ...
Marquis reagent was first discovered in 1896 [2] and described by the Russian (Estonian) pharmacologist, Eduard Markus (1871–1944) (Russian: Эдуард Маркус) [3] in his magister dissertation in 1896; [4] and named after him, [5] and was tested for the first time at the University of Dorpat.
Dulcin is an artificial sweetener about 250 times sweeter than sugar, discovered in 1883 by the Polish chemist Józef (Joseph) Berlinerblau (27 August 1859 – 1935 ...
Salicylamide (o-hydroxybenzamide or amide of salicyl) is a non-prescription drug with analgesic and antipyretic properties. [1] Its medicinal uses are similar to those of aspirin. [2]
The synthesis of phenacaine begins with the condensation of p-phenetidine (1) with triethyl orthoacetate (2) to afford the imino ether (a Pinner salt, 3).Reaction of that intermediate with a second equivalent of the aniline results (4) in a net displacement of ethanol, probably by an addition-elimination scheme, producing the amidine, phenacaine (5).