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Synthesis and Antitubercular Activity of Novel 4-Substituted Imidazolyl-2,6-Dimethyl-N3,N5-Bisaryl-1,4-Dihydropyridine-3,5-Dicarboxamides Publisher Pubmed



Fassihi A1, 2 ; Azadpour Z1 ; Delbari N1 ; Saghaie L1 ; Memarian HR3 ; Sabet R1, 4 ; Alborzi A5 ; Miri R4 ; Pourabbas B5 ; Mardaneh J5 ; Mousavi P4 ; Moeinifard B6 ; Sadeghialiabadi H1
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Isfahan University of Medical Sciences, 81746-73461 Isfahan, Iran
  2. 2. Isfahan Pharmaceutical Sciences Research Center, 81746-73461 Isfahan, Iran
  3. 3. Department of Chemistry, Faculty of Sciences, University of Isfahan, 81746-73441 Isfahan, Iran
  4. 4. Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
  5. 5. Prof. Alborzi Clinical Microbiology Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
  6. 6. Department of Chemistry, Islamic Azad University, Shahreza Branch, Shahreza, Iran

Source: European Journal of Medicinal Chemistry Published:2009


Abstract

A series of 4-substituted imidazolyl-2,6-dimethyl-N3,N5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides were prepared. They were screened as antitubercular agents against Mycobacterium tuberculosis H37Rv. Minimum inhibitory concentrations (MICs) were determined using agar proportion method. Compound 3i with 1-benzyl-2-methylthio-1H-imidazole-5-yl substituent at C-4 position and 4′-chloromophenyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring was the most potent one among the tested compounds. It was as potent as rifampicin against M. tuberculosis H37RV. Compound 3l also was an active antitubercular agent with the same substituent as compound 3i at the C-4 position and 3′-pyridyl group at C-3 and C-5 positions of the 1,4-dihydropyridine ring. © 2009 Elsevier Masson SAS. All rights reserved.
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