Synthesis and dopaminergic properties of benzo-fused analogues of quinpirole and quinelorane
Synthesis and dopaminergic properties of benzo-fused analogues of quinpirole and quinelorane
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DOI：
10.1021/jm9804533
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发表时间：
1999-03-11
影响因子：
7.3
通讯作者：
Mailman, RB
中科院分区：
文献类型：
--
作者：
Doll, MKH;Nichols, DE;Mailman, RB
类似于有效的儿茶酚多巴胺D-1激动剂二羟基西定(1)和地那普林(2)，苯并环被融合到多巴胺D-2选择性激动剂喹咯烷(3)和喹比罗(4)的结构上。每个苯环取代的衍生物对D-2受体的亲和力都很强，尽管略低于两个母体化合物3和4。具有N-丙基和N-烯丙基取代基的化合物(5b、5c、6c和6d)对D-2受体的亲和力高于相应的仲胺(5a和6a)。在新的类似物3和4中，对正丙基和正烯丙基亲和力的略有不同的影响表明，可能在受体上调用了不同的结合方向。
In an analogy to the potent catechol dopamine D-1 agonists dihydrexidine (1) and dinapsoline (2), benzo rings were fused onto the structures of the dopamine D-2-selective agonists quinelorane (3) and quinpirole (4). Each of the phenyl ring-substituted derivatives had significant affinity for D-2 receptors, albeit somewhat lower than the two parent compounds, 3 and 4. Compounds with N-propyl and N-allyl substituents (5b, 5c, 6c, and 6d) had higher affinity for the D-2 dopamine receptor than did their corresponding secondary amines (5a and 6a). Slightly different effects on affinity of an n-propyl and an n-allyl group in the new analogues of 3 and 4 suggest that different binding orientations may be invoked at the receptor.