ABSTRACT
The present research work involves the use of commercially available thiophene-2-carbaldehyde as a starting materialto construct novel pyrimidine compounds. Synthesis of pyrimidine derivatives has been done by the trimolecularBiginelli condensation reaction, which involves the use of thiophene-2-carbaldehyde with cyano ethylacetate andthiourea to yield 4-oxo-6-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (1). The intermediate 1was methylated using methyl iodide and K2CO3 in dimethylformamide (DMF) which afforded dimethylated derivative1-methyl-2-(methylthio)-6-oxo-4-(thiophen-2-yl)-1,6-dihydropyrimidine-5-carbonitrile (2). The intermediatecompound 2 when refluxed with hydrazine hydrate in ethanol as a solvent led to the formation of the parent compound2-hydrazineyl-1-methyl-6-oxo-4-(thiophen-2-yl)-1,6-dihydropyrimidine-5-carbonitrile (3), the parent compound 3was used for the synthesis of carboxamides of N′-(5-cyano-1-methyl-6-oxo-4-(thiophen-2-yl)-1,6-dihydropyrimidin2-yl)substituted benzohydrazide (4a–d) and Schiff bases of (E)-2-(2-substituted benzylidenehydrazineyl)-1-methyl6-oxo-4-(thiophen-2-yl)-1,6-dihydropyrimidine-5-carbonitrile (5a–g). Selected title compounds are screened forantibacterial, analgesic, and antifungal activities.
ABSTRACT
Both the emergence of multidrug-resistant and extensively drug-resistant tuberculosis (TB) are currently the majorchallenges in the treatment of TB. Only delamanid and bedaquiline have been recently approved as anti-TB drugs inthe past 40 years. In an attempt to search for active anti-TB compounds against the sensitive strain of Mycobacteriumtuberculosis, H37Rv—a series of synthetic ethyl 7-acetyl-2-substituted-3-(4-substituted benzoyl)indolizine-1-carboxylates (2a–r)—have been screened for in vitro qualitative anti-TB activity using an agar dilution method. Itwas found that compounds 2a, 2b, 2c, 2f, 2g, 2i, 2j, 2l, 2o, 2p, and 2r, which have various functional groups on theindolizine nucleus, were active against the H37Rv strain.