Synthesis and antiviral activity of new pyrazole and thiazole derivatives

被引：354

作者：

El-Sabbagh, Osama I. ^{[1
]}

Baraka, Mohamed M. ^{[1
]}

Ibrahim, Samy M. ^{[1
]}

Pannecouque, Christophe ^{[2
]}

Andrei, Graciela ^{[2
]}

Snoeck, Robert ^{[2
]}

Balzarini, Jan ^{[2
]}

Rashad, Adel A. ^{[1
]}

机构：

[1] Zagazig Univ, Fac Pharm, Dept Med Chem, Zagazig, Egypt

[2] Katholieke Univ Leuven, Fac Med, Rega Inst Med Res, Louvain, Belgium

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 44卷 / 09期

关键词：

Synthesis; Antiviral activity; Pyrazole; Thiazole; Poxviruses; RESPIRATORY SYNCYTIAL VIRUS; INHIBITORS; ACID; ARYL;

D O I：

10.1016/j.ejmech.2009.03.038

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

New N-acetyl (5-8) and N-thiocarbamoyl (9-12) derivatives of 4,5-dihydropyrazole were synthesized starting from alpha,beta-unsaturated ketones under the effect of hydrazine hydrate and thiosemicarbazide, respectively. N-Thiocarbamoylpyrazole derivatives (9-12) were cyclized using either ethyl bromoacetate or phenacyl bromides to afford the novel pyrazolothiazol-4(5H)-ones (13-16) or pyrazolothiazoles (1724). The antiviral activity for such novel compounds against a broad panel of viruses in different cell cultures revealed that N-acetyl 4,5-dihydropyrazole 7 was the only active one at subtoxic concentrations against vaccinia virus (Lederle strain) in HEL cell cultures with a 50% effective concentration (EC(50)) value of 7 mu g/ml. (C) 2009 Elsevier Masson SAS. All rights reserved.

引用

页码：3746 / 3753

页数：8

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