Synthesis of Novel Substituted 7‐(Benzylideneamino)‐4‐Methyl‐2H‐Chromen‐2‐one Derivatives as Anti‐inflammatory and Analgesic Agents

Abstract

A series of novel Schiff' base-containing a 7-amino-4-methylcoumarin moiety have been synthesized III a-l, characterized by spectroscopic data and studied for their anti-inflammatory and analgesic activity. The results of the anti-inflammatory and analgesic activity evaluation of 7-(substituted benzylideneamino)-4-methyl-2H-chromen-2-one derivatives III a-l proved to be comparable or more potent with respect to the reference drugs. In particular, compounds 7-(4-chlorobenzylideneamino)-4-methyl-2H-chromen-2-one III f, 7-(2,4-dichlorobenzylideneamino)-4-methyl-2H-chromen-2-one III g and 7-(4-bromobenzylideneamino)-4-methyl-2H-chromen-2-one III h exhibited potent anti-inflammatory and analgesic activity.

Synthesis and pharmacological evaluation of a novel series of 5-(substituted)aryl-3-(3-coumarinyl)-1-phenyl-2-pyrazolines as novel anti-inflammatory and analgesic agents

“…On this basis, Levai et al [19] have recently described only the synthesis of 1-substituted-5-aryl-3-(3-coumarinyl)-2-pyrazolines by the reaction of (3-coumarinyl)-chalcones and hydrazines. In view of these observations and in continuation of our research programme on the synthesis of heterocyclic compounds [20][21][22][23], we report herein the synthesis of some new 2-pyrazoline derivatives, which have been found to possess an interesting profile of anti-inflammatory, analgesic and antipyretic activities along with significantly less ulcerogenic potential.…”

Heterocycles [c]-Fused onto Indoloquinoxaline. Synthesis of Novel Pyrano[2’,3’:4,5]indolo[2,3-b]quinoxalin-2-ones

“…sulfuric acid, followed by removal of the N-protecting group (via treatment with sodium hydroxide) to deliver the title compound; m. p. 225 -226 • C (lit. [29,30]: m. p. 226 -227 • C).…”

“…This compound, required in the present study, was prepared according to a literature procedure [29,30] which involves interaction of m-aminophenol with methoxycarbonyl chloride as the initial step; the resulting N-protected m-aminophenol underwent cyclocondensation upon reaction with ethyl acetoacetate and conc. sulfuric acid, followed by removal of the N-protecting group (via treatment with sodium hydroxide) to deliver the title compound; m. p. 225 -226 • C (lit.…”

Synthesis and evaluation of anti-inflammatory and analgesic activity of 3-[(5-substituted-1,3,4-oxadiazol-2-yl-thio)acetyl]-2H-chromen-2-ones

“…In view of the above facts and in continuation of our research on novel anti-inflammatory agents (Bolakatti et al, 2008;Khode et al, 2009;Ronad et al, 2008), we report herein the synthesis of 3-[(5-substituted-1,3,4-oxadiazol-2-yl-thio)acetyl]-2H-chromen-2-ones (7a-i), which have been found to possess an appealing profile of antiinflammatory and analgesic activities. In this study, we have attempted to convert the carboxylic acid group of the well-known NSAIDs into 1,3,4-oxadiazole that is condensed with coumarin nucleus, which possess an interesting profile of anti-inflammatory activity along with significantly lower ulcerogenic potential.…”