Synthesis, and structure-activity relationship for C(4) and/or C(5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds

被引：25

作者：

Verbitskiy, Egor V. ^{[1
,2
]}

Cheprakova, Ekaterina M. ^{[1
,2
]}

Slepukhin, Pavel A. ^{[1
,2
]}

Kravchenko, Marionella A. ^{[3
]}

Skornyakov, Sergey N. ^{[3
]}

Rusinov, Gennady L. ^{[1
,2
]}

Chupakhin, Oleg N. ^{[1
,2
]}

Charushin, Valery N. ^{[1
,2
]}

机构：

[1] Russian Acad Sci, Ural Branch, I Postovsky Inst Organ Synth, Ekaterinburg 620137, Russia

[2] Ural Fed Univ, Ekaterinburg 620002, Russia

[3] Ural Res Inst Phthisiopulmonol, Ekaterinburg 620039, Russia

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2015年 / 97卷

基金：

俄罗斯科学基金会;

关键词：

Pyrimidine; Antimicobacterial; Tuberculosis; Cross-coupling; Nucleophilic aromatic substitution of hydrogen; MYCOBACTERIUM-TUBERCULOSIS; ANTITUBERCULOSIS ACTIVITY; INHIBITORS; S-N(H); ANALOGS;

D O I：

10.1016/j.ejmech.2015.05.007

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (Si) reactions proved to be a convenient method for the synthesis of C(4) and/or C(5) mono(thienyl) and di(thienyl) substituted pyrimidines from commercially available 5-bromopyrimidine. All new pyrimidines were found to be active in micromolar concentrations in vitro against H(37)Rv, avium, terrae, rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis. The data for acute in vivo toxicity in mice have been obtained for these compounds which appear to be promising antitubercular agents. (C) 2015 Elsevier Masson SAS. All rights reserved.

引用

页码：225 / 234

页数：10

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