European Journal of Medicinal Chemistry

, volume 97 , pages 225-234

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

Egor V. Verbitskiy ^{1, 2}

Ekaterina M Cheprakova ^{1, 2}

Pavel A. Slepukhin ^{1, 2}

Marionella A. Kravchenko ³

Sergey N. Skornyakov ³

Gennady L. Rusinov ^{1, 2}

O. N. Chupakhin ^{1, 2}

Valery Charushin ^{1, 2}

Hide authors affiliations Show authors affiliations: 3 affiliations

I. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg, 620137, Russia |

Ural Federal University, Mira St. 19, Ekaterinburg, 620002, Russia |

Ural Research Institute for Phthisiopulmonology, 22 Parts'ezda St., 50, Ekaterinburg, 620039, Russia |

Publication type: Journal Article

Publication date: 2015-06-01

Elsevier

European Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR: 1.142

CiteScore: 11.3

Impact factor: 5.9

ISSN: 02235234, 17683254

DOI: 10.1016/j.ejmech.2015.05.007

Copy DOI

PubMed ID: 25982331

Organic Chemistry

Drug Discovery

General Medicine

Pharmacology

Abstract

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.

Found

1 citation

Dinastiya Ekaterina

29 publications, 586 citations, 33 reviews

h-index: 15

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Saint Petersburg State University

1 citation

Makarov Vadim

🥼 🤝

DSc in Chemistry

177 publications, 4 647 citations, 7 reviews

h-index: 36

Federal Research Centre “Fundamentals of Biotechnology” of the Russian Academy of Sciences

Research interests

Early drug discovery

Medicinal Chemistry

1 citation

Varaksin Mikhail

DSc in Chemistry

79 publications, 829 citations, 12 reviews

h-index: 18

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Ural Federal University

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GOST Copy

Verbitskiy E. V. et al. 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. Vol. 97. pp. 225-234.

GOST all authors (up to 50) Copy

Verbitskiy E. V., Cheprakova E. M., Slepukhin P. A., Kravchenko M. A., Skornyakov S. N., Rusinov G. L., Chupakhin O. N., Charushin V. 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. Vol. 97. pp. 225-234.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.ejmech.2015.05.007

UR - https://linkinghub.elsevier.com/retrieve/pii/S0223523415300337

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

T2 - European Journal of Medicinal Chemistry

AU - Verbitskiy, Egor V.

AU - Cheprakova, Ekaterina M

AU - Slepukhin, Pavel A.

AU - Kravchenko, Marionella A.

AU - Skornyakov, Sergey N.

AU - Rusinov, Gennady L.

AU - Chupakhin, O. N.

AU - Charushin, Valery

PY - 2015

DA - 2015/06/01

PB - Elsevier

SP - 225-234

VL - 97

PMID - 25982331

SN - 0223-5234

SN - 1768-3254

ER -

BibTex

Cite this

BibTex (up to 50 authors) Copy

@article{2015_Verbitskiy,

author = {Egor V. Verbitskiy and Ekaterina M Cheprakova and Pavel A. Slepukhin and Marionella A. Kravchenko and Sergey N. Skornyakov and Gennady L. Rusinov and O. N. Chupakhin and Valery Charushin},

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

journal = {European Journal of Medicinal Chemistry},

year = {2015},

volume = {97},

publisher = {Elsevier},

month = {jun},

url = {https://linkinghub.elsevier.com/retrieve/pii/S0223523415300337},

pages = {225--234},

doi = {10.1016/j.ejmech.2015.05.007}

}

Publisher

Elsevier

Journal

European Journal of Medicinal Chemistry

scimago Q1

wos Q1

SJR

1.142

CiteScore

11.3

Impact factor

5.9

ISSN

02235234 (Print)

17683254 (Electronic)

Profiles

Ekaterina M Dinastiya