(2016) Design, Synthesis and Anti-Tubercular Activity of Novel 1, 4-Dihydropyrine-3, 5-Dicarboxamide Containing 4(5)-Chloro-2-Ethyl-5(4)-Imidazolyl Moiety. Iranian Journal of Pharmaceutical Research. pp. 791-799. ISSN 1735-0328
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Design, Synthesis and Anti-Tubercular Activity of Novel 1, 4-Dihydropyrine-3, 5-Dicarboxamide Containing 4(5)-Chloro-2-Ethyl-5(4)-Imidazolyl Moiety.pdf Download (519kB) |
Abstract
Current researches have showed that N3, N5-diaryl-2, 6-dimethyl-1, 4-dihydropyrine-3, 5-dicarboxamide analogues demonstrate notable anti-tubercular activity. In this study, Hantzsch condensation was used to design and synthesize new analogues of dihydropyridine (DHP). Different diary carboxamides were inserted at positions 3 and 5 of the DHP ring. 4(5)-chloro-2-ethyl-5(4)-imidazolyl moiety was considered at position 4 of the DHP ring. The structures of prepared ligands were characterized using TLC followed by FT-IR, elemental analysis, Mass and proton NMR. Results of anti-tubercular activity have indicated all the prepared ligands 3a-f inhibit the mycobacterium tuberculosis growth and the most potent compounds were 3c (3,4-Cl) and 3b (4-Cl). The in-vitro obtained data are agreement with our computational predictions in terms of partial atomic charge of carbonyl moieties at the positions 3 and 5 of dihydropyridine ring and the logP of the molecules.
Item Type: | Article |
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Keywords: | Dihydropyridine Mycobaterium Tuberculosis Imidazole calcium-channel modulators antitubercular activity 1,4-dihydropyridines dihydropyridine derivatives substituent antagonist resistance Pharmacology & Pharmacy |
Divisions: | |
Page Range: | pp. 791-799 |
Journal or Publication Title: | Iranian Journal of Pharmaceutical Research |
Journal Index: | ISI |
Volume: | 15 |
Number: | 4 |
ISSN: | 1735-0328 |
Depositing User: | مهندس مهدی شریفی |
URI: | http://eprints.bmsu.ac.ir/id/eprint/4879 |
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