R. Aggarwal, Eakta Masan, P. Kaushik
Dec 1, 2014
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Influential Citations
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Quality indicators
Journal
Journal of Fluorine Chemistry
Abstract
Abstract A series of 2- H /methyl-3-phenyl-5-alkyl/aryl/heteroaryl-7-trifluoromethylpyrazolo[1,5- a ]pyrimidines ( 4a – l ) were synthesized by refluxing 3(5)-amino-4-phenyl-5(3)- H /methyl-1 H -pyrazoles ( 1 – 2 ) with trifluoromethyl- β -diketones ( 3a – f ) in ethanol for 6 h. The structure of the compounds was assigned on the basis of 1 H, 13 C, 19 F NMR and IR spectral data. The intermediate, 5-methyl-4-phenyl-4,5,6,7-tetrahydropyrazolo[1,5- a ]pyrimidin-5,7-diol ( 5b ), involved in the reaction was also isolated and characterized in one case by performing the reaction in DCM at −15 °C. A total of nine compounds 4a – f , 4h – i , 4k were tested for their anti-inflammatory activity by Carrageenan-induced rat paw edema assay. Compound 4e exhibited the comparable anti-inflammatory activity (83.4%) to the standard drug Indomethacin (84.2%). To rationalize the anti-inflammatoy activity, docking experiments were performed to study the ability of these compounds to bind into the active site of COX-2 enzyme. All the twelve compounds synthesized ( 4a – l ) were screened for their antimicrobial activity in vitro against two Gram +ve, two Gram −ve bacteria and two fungi. Preliminary results reveal that some of the synthesized compounds revealed promising antimicrobial activity against Gram +ve bacteria and pathogenic fungi used in this study.