鎮痛剤の合成研究(第8報)2-Aminomethyl-3-anilino-2-cyclohexen-1-one誘導体の還元について

抄録

In a search for new synthetic non-narcotic analgesics, the reduction of 2-aminomethyl-3-anilino-2-cyclohexen-1-ones (I) which had both analgesic and narcotic activities was studied. 2-Aminomethyl-3-anilinocyclohexanols (IV), (6-anilino-1-cyclohexenyl) methyl-amines (VI) and (2-anilinocyclohexyl) methylamines (VIII) were obtained by reduction of the corresponding I with lithium aluminum hydride. Configurations of IV and VIII were determined by analysis of the NMR spectra of IV, VIII and their acyl derivatives. 3-(2-Chloroanilino)-5, 5-dimethyl-2-piperidinomethylcyclohexanol (IVc) exhibited the most potent analgesic activity among the compounds synthesized. However, it was impossible to separate the analgesic from the narcotic activities in these compounds.