强效镇痛剂研究——Ⅵ.顺-3-甲基芬太尼的4-N-丙酰基的结构改变与镇痛活性

STUDIES ON POTENT ANALGESICS VI MODIFICATION OF 4-NPROPIONYL GROUP OF cis-3METHYLFENT ANYL AND ANALGESIC ACTIVITY

摘要: 合成了一系列顺-3-甲基芬太尼4-N-丙酰基的类似物。测定了镇痛活性及部分代表性药物的镇痛作用时间。初步结果表明,该类衍生物有吗啡样镇痛活性,化合物1,2,3,7和17的镇痛活性均为吗啡的100倍以上。但均低于母体化合物顺-3-甲基芬太尼(7209)。化合物4,7,17的镇痛作用时间比芬太尼或顺-3-甲基芬太尼均有一定延长。

Abstract: A series of 4-N-acyl analogs of cis-3-methylfentanyl were synthesized and their analgesic activity and duration of action of some representative compounds were tested. In preliminary pharmacological tests all compounds in this series exhibited typical morphine-like action. The analgesic activity of compounds 1, 2, 3, 7, 17 was over 100 times more potent than that of morphine. The duration of analgesic action of compounds 4, 7, 17 was longer than that of both fentanyl and cis-3-methylfentanyl.Structure-activity relationships are briefly discussed.