New pyrrolopyrimidin-6-yl benzenesulfonamides:: Potent A2B adenosine receptor antagonists

被引：18

作者：

Esteve, Cristina

Nueda, Arsenio

Diaz, Jose Luis

Beleta, Jorge

Cardenas, Alvaro

Lozoya, Estrella

Cadavid, Maria Isabel

Loza, Maria Isabel

Ryder, Hamish

Vidal, Bernat

机构：

[1] Almirall, Dept Med Chem, E-08960 Barcelona, Spain

[2] Almirall, Dept Biol, E-08980 Barcelona, Spain

[3] Almirall, Dept Biol Struct, E-08980 Barcelona, Spain

[4] Univ Santiago de Compostela, Dept Farmacol, E-15782 Santiago De Compostela, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 14期

关键词：

A(2B) adenosine receptor antagonists; asthma; pyrrolopyrimidine; sulfonamides;

D O I：

10.1016/j.bmcl.2006.04.074

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new series of 4-(1,3-dialkyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)benzenesulfonamides has been identified as potent AZB adenosine receptor antagonists. The products have been evaluated for their binding affinities for the human A(2B), A(1) and A(3) adenosine receptors. 6-(4-{[4-(4-Bromobenzyl)piperazin-1-yl]sulfonyl}phenyl)-1,3-dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (16) showed a high affinity for the AZB adenosine receptor (IC50 = 1 nM) and selectivity (A(1): 183x; A(30): 12660x). Synthesis and SAR of this novel class of compounds showing improved absorption properties is presented herein. (c) 2006 Elsevier Ltd. All rights reserved.

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收藏

页码：3642 / 3645

页数：4

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