Llama E F, del Campo C, Capo M
Departmento de Química Orgánica y Farmacéutica, Facultad de Farmacia Universidad Complutense, Madrid, Spain.
J Pharm Pharmacol. 1991 Jan;43(1):68-9. doi: 10.1111/j.2042-7158.1991.tb05456.x.
The preparation of analogues of fentanyl with N-phenyl replaced with a heterocyclic aromatic ring, and with N-alkyl/arylalkyl N-acyl substituents is reported. Only those compounds carrying an N-phenylethyl substituent were active in the rat tail-withdrawal test. Fentanyl (1) is the prototype of the 4-anilido-piperidine class of opioid analgesics (Casy & Parfitt 1986). Several recent publications (Casy & Huckstep 1988; Bagley et al 1989) on this series have dealt with heterocyclic and aromatic modifications of the fentanyl molecule. Although the antinociceptive potency of most novel derivatives was greater than that of morphine, they had reduced activity when compared with fentanyl itself. To acquire further information on the structure-reactivity relationships of the series, new heteroaryl derivatives have been prepared and tested for antinociceptive activity.
据报道，已制备出用杂环芳环取代N-苯基，并带有N-烷基/芳基烷基N-酰基取代基的芬太尼类似物。只有那些带有N-苯乙基取代基的化合物在大鼠甩尾试验中具有活性。芬太尼（1）是4-苯胺基哌啶类阿片类镇痛药的原型（卡西和帕菲特，1986年）。最近有几篇关于该系列的出版物（卡西和哈克斯特普，1988年；巴格利等人，1989年）涉及芬太尼分子的杂环和芳香族修饰。尽管大多数新型衍生物的抗伤害感受效力大于吗啡，但与芬太尼本身相比，它们的活性有所降低。为了获取有关该系列结构-反应性关系的更多信息，已制备了新的杂芳基衍生物并测试其抗伤害感受活性。
