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Eucaine
Eucaine, also known as β-eucaine or Betacaine, is a drug that was previously used as a local anesthetic. It was designed as an Functional analog (chemistry), analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic. It is a white, crystalline solid. Prior to World War I, Britain imported eucaine from Germany. During the war, a team including Jocelyn Field Thorpe and Martha Annie Whiteley developed a synthesis in Britain. The brand name Betacaine can sometimes refer to a preparation containing lidocaine, not eucaine. Synthesis Condensation of diacetonamine [625-04-7] (1) with acetaldehyde (paraldehyde) rather than acetone gives the piperidone containing one less methyl group, i.e. 2,2,6-trimethylpiperidin-4-one [3311-23-7] (2). Reduction of the ketone with sodium amalgam gives the alcohol as a mixture of isomers, 2,2,6-trimethylpiperidin-4-ol (3). Benzoylation then affords beta-eucaine (4). See also * α-Eucaine, a related ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Eucaine (beta) Synthesis
Eucaine, also known as β-eucaine or Betacaine, is a drug that was previously used as a local anesthetic. It was designed as an analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic. It is a white, crystalline solid. Prior to World War I, Britain imported eucaine from Germany. During the war, a team including Jocelyn Field Thorpe and Martha Annie Whiteley developed a synthesis in Britain. The brand name Betacaine can sometimes refer to a preparation containing lidocaine, not eucaine. Synthesis Condensation of diacetonamine 25-04-7(1) with acetaldehyde Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the mos ... (paraldehyde) rather than acetone gives the piperidone containing one less methyl group, i.e. 2,2,6-trimethylpiperidin-4 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |