Waters J A
J Med Chem. 1977 Aug;20(8):1094-6. doi: 10.1021/jm00218a021.
2,4,5-Trimethylpyrrole-3-carboxylic acid esters of tropanols and related monocyclic amino alcohols were synthesized and evaluated for analgesic activity by the mouse hot-plate and Nilsen methods. 1-Methyl-4-piperidinol 4-(2,4,5-trimethylpyrrole-3-carboxylate) (7) exhibited activity in the morphine--codeine range (mouse hot plate). In monkeys, 7 acted neither as a typical narcotic agonist nor as a typical antagonist and it showed no physical dependence liability of the morphine-type. Whereas the pethidine and prodine analgesics have quaternary phenyl substituion at C-4 of the piperidine ring, compound 7 does not.
合成了托烷醇及相关单环氨基醇的2,4,5-三甲基吡咯-3-羧酸酯，并通过小鼠热板法和尼尔森法对其镇痛活性进行了评估。1-甲基-4-哌啶醇4-(2,4,5-三甲基吡咯-3-羧酸酯)(7)在吗啡-可待因范围内表现出活性(小鼠热板法)。在猴子身上，7既不像典型的麻醉激动剂那样起作用，也不像典型的拮抗剂那样起作用，并且它没有吗啡类药物的身体依赖性。哌替啶和普罗丁类镇痛药在哌啶环的C-4位有季铵苯基取代，而化合物7没有。
