T3P mediated synthesis of some new quinoline substituted pyrazole derivatives and its antibacterial studies
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Date
2012
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Abstract
A series of new N-(substituted)-5-phenyl-1-(quinolin-2-yl)-1H-pyrazole-4-carboxamide derivatives (5a-h) have been synthesized by condensing ethyl-3-(dimethylamino)-2-[(phenyl)carbonyl]prop-2-enoate 2 with quinoline-2-yl-hydrazine. Compound 3 is hydrolyzed into 4 which is upon further coupled with different aromatic/aliphatic amines using 50% prpopyl phosphonic anhydride (T3P) in ethyl acetate as coupling reagent to afford different quinoline substituted pyrazole carboxamide derivatives. All the newly synthesized compounds were screened for their invitro antibacterial studies against Escherichia coli, Bacillus subtilis and Pseudomonas aeruginosa. The results revealed that compounds 5d, 5f, and 5h showed good antibacterial activity towards all bacterial strains. These newly synthesized compounds were characterized by NMR, mass spectral, IR spectral study and also by C, H, N analyses.
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(4 methylpiperazin 1 yl) [5 phenyl 1 (quinolin 2 yl) 1h pyrazol 4 yl]methanone, [5 phenyl 1 (quinolin 2 yl) 1h pyrazol 4 yl](piperazin 1 yl)methanone, acid anhydride, morpholin 4 yl [5 phenyl 1 (quinolin 2 yl) 1h pyrazol 4 yl]methanone, n (2,6 dimetylphenyl) 5 phenyl 1 (quinolin 2 yl) 1h pyrazole 4 carboxamide, n cyclohexyl 5 phenyl 1 (quinolin 2 yl) 1h pyrazole 4 carboxamide, n cyclopentyl 5 phenyl 1 (quinolin 2 yl) 1h pyrazole 4 carboxamide, n,n diethyl 5 phenyl 1 (quinolin 2 yl) 1h pyrazole 4 carboxamide, n,n dimethyl 5 phenyl 1 (quinolin 2 yl) 1h pyrazole 4 carboxamide, placebo, propylphosphonic anhydride, pyrazole derivative, streptomycin, unclassified drug, antibacterial activity, antibiotic sensitivity, article, Bacillus subtilis, carbon nuclear magnetic resonance, controlled study, drug screening, drug synthesis, Escherichia coli, in vitro study, minimum inhibitory concentration, nitrogen nuclear magnetic resonance, nonhuman, proton nuclear magnetic resonance, Pseudomonas aeruginosa
Citation
Der Pharma Chemica, 2012, 4, 4, pp. 1723-1729