SYNTHESIS AND DOPAMINE-RECEPTOR BINDING-STUDIES OF HOMOCHIRAL 8-AMINOPYRIDO[1,2-A]INDOLES

被引:4
作者
GMEINER, P
KARTNER, A
MIERAU, J
机构
[1] UNIV MUNICH,INST PHARM & LEBENSMITTELCHEM,D-80333 MUNICH,GERMANY
[2] BOEHRINGER INGELHEIM KG,BIOL FORSCH ABT,D-55216 INGELHEIM,GERMANY
关键词
DOPAMINE; AUTORECEPTOR; CYCLIZATION;
D O I
10.1002/ardp.19953280712
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Starting from L-aspartic acid the preparation of 8-aminopyrido [1,2-a]indole derivatives as benzo-fused analogs of the dopamine autoreceptor agonist 1 is reported. The key step of the synthesis is the Tf(2)O induced cyclization of the 1,2-amino alcohol 6. Receptor binding studies indicated selective affinity for the D-2 autoreceptor. Among the tested compounds, the dipropylamino derivative 2 showed the highest affinity for the D-2 receptor labelled with the selective autoreceptor agonist pramipexole (IC50 value: 450 nM). Thus, 2 is 15 times less potent than the aminoindolizine 1.
引用
收藏
页码:626 / 628
页数:3
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