Synthesis and Antitubercular Activity of 2‐(substituted phenyl/benzyl‐amino)‐6‐(4‐chlorophenyl)‐5‐(methoxycarbonyl)‐4‐methyl‐3, 6‐dihydropyrimidin‐1‐ium Chlorides. (14th November 2012)

• Record Type: Journal Article
• Authors: Narayanaswamy, Venugopala K.; Nayak, Susanta K.; Pillay, Melendhran; Prasanna, Renuka; Coovadia, Yacoob M.; Odhav, Bharti
• Is Part Of: Chemical biology & drug design. Volume 81:Number 2(2013:Feb.)
• Page Start: 219
• Page End: 227
• Publication Date: 2012-11-14
• Subjects: Drugs -- Design -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; 615.19005
• DOI: 10.1111/cbdd.12065
• Languages: English
• ISSNs: 1747-0277

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>A series of 2‐(substituted phenyl/benzyl‐amino)‐6‐(4‐chlorophenyl)‐5‐(methoxycarbonyl)‐4‐methyl‐3, 6‐dihydropyrimidin‐1‐ium chlorides 7–13 and 15 was synthesized in their hydrochloride salt form. The title compounds were characterized by FT‐IR, NMR (¹H and ¹³C) and elemental analysis. They were evaluated for their <italic>in vitro</italic> antitubercular activity against <italic>Mycobacterium tuberculosis</italic> H37Rv, multidrug resistance tuberculosis and extensively drug resistance tuberculosis by agar diffusion method and tested for the cytotoxic action on peripheral blood mononuclear cells by MTT assay. Among all the tested compounds in the series, compounds <bold>7</bold> and <bold>11</bold> emerged as promising antitubercular agents at 16 μg/mL against multidrug resistance tuberculosis and over 64 μg/mL against extensively drug resistance tuberculosis. The conformational features and supramolecular assembly of the promising compounds <bold>7</bold> and <bold>11</bold> were determined by single crystal X‐ray study.</p> </abstract>