Synthesis, and structure-activity relationship for C(4) and/or C(5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds / Verbitskiy Egor V.,Cheprakova Ekaterina M.,Slepukhin Pavel A.,Kravchenko Marionella A.,Skornyakov Sergey N.,Rusinov Gennady L.,Chupakhin Oleg N.,Charushin Valery N. // EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - 2015. - V. 97, l. . - P. 225-234.

ISSN/EISSN:

0223-5234 / 1768-3254

Type:

Article

Abstract:

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.

Author keywords:

Pyrimidine; Antimicobacterial; Tuberculosis; Cross-coupling; Nucleophilic aromatic substitution of hydrogen MYCOBACTERIUM-TUBERCULOSIS; ANTITUBERCULOSIS ACTIVITY; COUPLING REACTIONS; ARYL BROMIDES; DERIVATIVES; INHIBITORS; ANALOGS; S-N(H); AGENTS; CHEMOTHERAPY

DOI:

10.1016/j.ejmech.2015.05.007

Web of Science ID:

ISI:000356734600020

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 5
Publisher	ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
Address	23 RUE LINOIS, 75724 PARIS, FRANCE
Language	English
EISSN	1768-3254
Keywords-Plus	MYCOBACTERIUM-TUBERCULOSIS; ANTITUBERCULOSIS ACTIVITY; COUPLING REACTIONS; ARYL BROMIDES; DERIVATIVES; INHIBITORS; ANALOGS; S-N(H); AGENTS; CHEMOTHERAPY
Research-Areas	Pharmacology \& Pharmacy
Web-of-Science-Categories	Chemistry, Medicinal
Author-Email	Verbitsky@ios.uran.ru
Funding-Acknowledgement	Russian Science Foundation {[}15-13-00077]
Funding-Text	The research was financially supported by the Russian Science Foundation (Project No. 15-13-00077).
Number-of-Cited-References	38
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	2
Journal-ISO	Eur. J. Med. Chem.
Doc-Delivery-Number	CL1WC