源自八氢苯并[h]异喹啉的多巴胺α构象异构体的同系物。

Congeners of the alpha conformer of dopamine derived from octahydrobenz[h]isoquinoline.

作者信息

Cannon J G, Lee T, Hsu F L, Long J P, Flynn J R

出版信息

J Med Chem. 1980 May;23(5):502-5. doi: 10.1021/jm00179a006.

Abstract

Two synthetic paths have been investigated for the preparation of cis and trans 8,9-dioxygenated octahydrobenz[h]isoquinoline ring systems. A sequence involving intramolecular Diels--Alder cyclization of a ring-opened intermediate product of a benzocyclobutene derivative was more satisfactory. The trans-fused isomers of the title compounds are frozen congeners of the alpha conformer of dopamine, isomeric with certain other tricyclic heterocycles which elicit a high degree of dopamine agonist activity. However, the present series of compounds exhibited a very low potency in an assay for dopamine-like actions. A possible reason for this inactivity has been suggested.

摘要

已经研究了两条合成路线来制备顺式和反式8,9 - 二氧代八氢苯并[h]异喹啉环系。涉及苯并环丁烯衍生物开环中间产物分子内狄尔斯-阿尔德环化的序列更令人满意。标题化合物的反式稠合异构体是多巴胺α构象体的冻结类似物，与某些其他引发高度多巴胺激动剂活性的三环杂环异构体相同。然而，本系列化合物在多巴胺样作用的测定中表现出非常低的效力。已经提出了这种无活性的一个可能原因。