Synthesis by microwave irradiation of a substituted benzoxazine parallel library with preferential relaxant activity for guinea pig trachealis

被引：43

作者：

Caliendo, G

Perissutti, E

Santagada, V

Fiorino, F

Severino, B

Cirillo, D

Bianca, RDD

Lippolis, L

Pinto, A

Sorrentino, R

机构：

[1] Univ Naples Federico II, Dipartimento Chim Farmaceut & Tossicol, I-80131 Naples, Italy

[2] Univ Naples Federico II, Dipartimento Farmacol Sperimentale, I-80131 Naples, Italy

[3] Univ Salerno, Dipartimento Sci Farmaceut, I-84100 Salerno, Italy

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2004年 / 39卷 / 10期

关键词：

benzoxazine; parallel synthesis; ATP-sensitive potassium channels; microwave; relaxant activity;

D O I：

10.1016/j.ejmech.2004.05.003

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An efficient, facile, and practical parallel combinatorial synthesis of substituted-benzoxazines under microwave irradiation was described. The procedure involved the use of a microwave oven especially designed for organic synthesis suitable for parallel synthesis of solution libraries. A demonstration 19-membered library of substituted N,N-dimethyl- and N-methyl-benzoxazine amide derivatives, structurally related to the potassium channel opener cromakalim, was generated by both conventional and microwave procedures, achieving a reduction from 7 h to 30-36 min in library generation time for the microwave approach. All the synthesized compounds were tested using the in vitro models of rat aorta and guinea pig trachea rings pre-contracted with phenylephrine and carbachol, respectively. All N,N-dimethyl amide derivatives showed a relaxant activity higher on guinea pig trachea rings than on rat aorta rings. (C) 2004 Elsevier SAS. All rights reserved.

引用

页码：815 / 826

页数：12

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