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

Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SN(H)) 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 H37Rv, 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. Copyright © 2015 Elsevier Masson SAS. All rights reserved.

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Egor V Verbitskiy, Ekaterina M Cheprakova, Pavel A Slepukhin, Marionella A Kravchenko, Sergey N Skornyakov, Gennady L Rusinov, Oleg N Chupakhin, Valery N Charushin. Synthesis, and structure-activity relationship for C(4) and/or C(5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds. European journal of medicinal chemistry. 2015 Jun 5;97:225-34

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PMID: 25982331

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