Synthesis and A1 and A2A adenosine binding activity of some pyrano[2,3-c]pyrazol-4-ones

被引：38

作者：

Colotta, V

Catarzi, D

Varano, F

Melani, F

Filacchioni, G

Cecchi, L

Trincavelli, L

Martini, C

Lucacchini, A

机构：

[1] Univ Florence, Dipartimento Sci Farmaceut, I-50121 Florence, Italy

[2] Univ Pisa, Ist Policattedra Discipline Biol, I-56100 Pisa, Italy

来源：

FARMACO | 1998年 / 53卷 / 03期

关键词：

pyrano[2,3-c]pyrazol-4-ones; A(1) and A(2A) binding activity; adenosine receptor ligands;

D O I：

10.1016/S0014-827X(98)00006-8

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

A series of pyrano[ 2,3-c] pyrazol-4-ones was synthesized and evaluated for bovine brain adenosine A, and A,, receptor binding affinity. Substituents at positions 5 and/or 6 were varied in order to define the structure-activity relationships in these new kinds of adenosine receptor ligands. The most selective and potent ligand among the reported compounds was the 1,4-dihydro-1-phenyl-3-methyl-6-( 3-aminophenyl)- pyrano[2,3-c] pyrazol-4-one 11 which showed a 27-fold selectivity for A(i) receptor and a K-i value of 84 nM. (C) 1998 Elsevier Science S.A. All rights reserved.

引用

页码：189 / 196

页数：8

共 20 条

[1]

[Anonymous], 1887, Lieigs Ann. Chem, V238, P137, DOI DOI 10.1002/JLAC.18872380107

[2]

BELLASIO E, 1970, FARMACO-ED SCI, V25, P347

[3] TRICYCLIC HETEROAROMATIC SYSTEMS - SYNTHESIS AND A(1) AND A(2A) ADENOSINE BINDING ACTIVITIES OF SOME 1-ARYL-1,4-DIHYDRO-3-METHYL[1]BENZOPYRANO[2,3-C]PYRAZOL-4-ONES, 1-ARYL-4,9-DIHYDRO-3-METHYL-1H-PYRAZOLO[3,4-B]QUINOLIN-4-ONES, AND 1-ARYL-1H-IMIDAZO[4,5-B]QUINOXALINES [J].