Design, Synthesis and Anti-Tubercular Activity of Novel 1, 4-Dihydropyrine-3, 5-Dicarboxamide Containing 4(5)-Chloro-2-Ethyl-5(4)-Imidazolyl Moiety

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IMAN MARYAM; DAVOOD ASGHAR; LOTFINIA MAHBOUBEH; DEHQANI GOLNOUSH; SARDARI SOROUSH; AZERANG PARISA; AMINI MOHSEN

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Journal: Iranian Journal of Pharmaceutical Research Year:2016 | Volume:15 | Issue:4 Page(s): 791-799

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Title

Design, Synthesis and Anti-Tubercular Activity of Novel 1, 4-Dihydropyrine-3, 5-Dicarboxamide Containing 4(5)-Chloro-2-Ethyl-5(4)-Imidazolyl Moiety

Author(s)

Keywords

Dihydropyridine;

Mycobaterium;

Tuberculosis;

Imidazole

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.

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APA: Copy

IMAN, MARYAM, DAVOOD, ASGHAR, LOTFINIA, MAHBOUBEH, DEHQANI, GOLNOUSH, SARDARI, SOROUSH, AZERANG, PARISA, & AMINI, MOHSEN. (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 (IJPR), 15(4), 791-799. SID. https://sid.ir/paper/289058/en

Vancouver: Copy

IMAN MARYAM, DAVOOD ASGHAR, LOTFINIA MAHBOUBEH, DEHQANI GOLNOUSH, SARDARI SOROUSH, AZERANG PARISA, AMINI MOHSEN. 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 (IJPR)[Internet]. 2016;15(4):791-799. Available from: https://sid.ir/paper/289058/en

IEEE: Copy

MARYAM IMAN, ASGHAR DAVOOD, MAHBOUBEH LOTFINIA, GOLNOUSH DEHQANI, SOROUSH SARDARI, PARISA AZERANG, and MOHSEN AMINI, “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 (IJPR), vol. 15, no. 4, pp. 791–799, 2016, [Online]. Available: https://sid.ir/paper/289058/en

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