design, synthesis and evaluation of antitubercular activity of novel dihydropyridine containing imidazolyl substituent
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abstract
recent studies have indicated that 1, 4-dihydropyridine-3, 5-dicarboxamidederivativesshow significant anti-tubercular activity. in this research, new derivatives of 1, 4-dihydropyridine were designed and synthesized using hantzsch condensation in which dicyclohexyl and different dicyclohexylcarbamoylwere substituted at c-3 and c-5 positions of the dhp ring.in addition, 4 (5)-chloro-2-methyl-5 (4)-imidazolylmoiety was substituted at c-4 position of dhp.the structure of synthetized compounds were characterized by tlc, ir, elemental analysis and proton nmr.based on the in-vitro screening data, all of the designed and synthetized compounds (3a-3g)showed agood ability to inhibit the mycobacterium tuberculosis growth in terms of mic. aromatic carboxamide containing compounds were more potent than cyclohexylderivative and the most potent compound was 3a (4-nitrophenyl derivative). the experimental data are in agreement with our computational predictions in terms of partial atomic charge of carbonyl moieties at the c-3 and c-5 positions of dhp ring and partition coefficient of the molecules.
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Design, Synthesis and Evaluation of Antitubercular Activity of Novel Dihydropyridine Containing Imidazolyl Substituent
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Journal title:
iranian journal of pharmaceutical researchجلد ۱۴، شماره ۴، صفحات ۱۰۶۷-۱۰۷۵
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