Abstract
A series of 4-[(4-aryl)methylidene]amino-2-(substituted-4-ylmethyl)-5-{1-[4-(2-methylpropyl)phenyl]ethyl}-2,4-dihydro-3 H-1,2,4-triazole-3-thione ( 6) were synthesized from an arylpropionic acid namely, ibuprofen by a three-component Mannich reaction. Aminomethylation of 4-[(4-aryl)methylidene]amino-5-{1-[4-(2-methylpropyl)phenyl] ethyl}-4 H-1,2,4-triazole-3-thiol ( 5) with formaldehyde and a secondary amine furnished this novel series of Mannich bases ( 6). Both Schiff bases ( 5) and Mannich bases ( 6) were well characterized on the basis of IR, NMR, mass spectra1 data and elemental analysis. They were screened for their anti-inflammatory, analgesic, antibacterial and antifungal activities. Some of the Mannich bases ( 6) carrying morpholino and N-methylpiperazino residues were found to be promising anti-inflammatory and analgesic agents.
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