Synthesis and Biological activity of new 5-Methyl-3-Oxo-N2 [5’- Carbonyl-(4’-Aryl-6’methyl)-1’,2’,3’,4’–Tetrahydropyrimidine-2’- One]Pyrazolidines
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چکیده
INTRODUCTION In recent years, synthesis of combination towards various heterocyclic rings has been interest for the source of lead molecules possesses wide range of pharmacological activities. Most of the compounds having pyrimidine and pyrazolidinone nucleus exhibits pharmacological action. [1-3].A broad spectrum of biological activities like antiinflammatory [4], antibacterial [5], antifungal [6], antitubercular [7], analgesic and hypothermic [8] are found to be associated with compounds having pyrimidine moiety. 3-Pyrazolidinones and their fused analogues, 1H,5H-pyrazolo[1,2–a]pyrazol-1-ones, are interesting classes of heterocyclic compounds which, since the beginning of a systematic work in this area more than four decades ago, found a widespread use in various applications.[9] For example, phenindone and its derivatives and analogues are used in photographic applications [10] and as inhibitors of cyclooxygenase, lipooxygenase, and γ-aminobutyrate transferase.[11,12] Bicyclic pyrazolo [1,2–a]pyrazol-1ones have been prepared as scaffolds for β-turn mimics.[13] Such an example is Lilly's bicyclic pyrazolidinone LY 186826 exhibiting antibiotic activity which is larger than that of several penicillins and cephalosporins.[14] One of such fused ring compounds are Pyrazolo[3,4d]pyrimidines which were identified as a general class of adenosine receptors due to the similarity between their structures and purines.[15] Pyrazolo[3,4d]pyrimidines have been reported to possess antimicrobial and anticancer activities.[16] 4,7Dihydro-4-ethyl-2-phenylpyrazolo-[1,5-a]pyrimidin7-one (FPP028) is the prototype of a class of pyrazolo[1,5-a]pirimidine derivatives that has been shown to possess marked antiinflammatory and analgesic properties.[17] The aim of study was to synthesize new series of 5-methyl-3-oxo-n2 [5’carbonyl-(4’-aryl-6’methyl)-1’,2’,3’,4’– tetrahydropyrimidine-2’-one]pyrazolidines derivatives and evaluate for its antiinflammatory activity as most of the compounds having pyrimidine or pyrazolidine nucleus possess pharmacological action.[1-3] Research Article
منابع مشابه
Synthesis and evaluation of the biological activities of some 3-{[5-(6-methyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1,3,4-oxadiazol-2-yl]-imino}-1,3-dihydro-2H-indol-2-one derivatives.
Reaction of ethyl-6-methyl-2-oxo-4-aryl-1,2,3,4-tetrahydropyrimidin-5-carboxylates (1a-i) with hydrazine hydrate yielded 6-methyl-2-oxo-4-aryl-1,2,3,4-tetrahydropyrimidin-5-carbohydrazides (2a-i). These products, on reaction with cyanogen bromide, gave 5-(5-amino-1,3,4-oxadiazol-2-yl)-6-methyl-4-aryl-3,4-dihydropyrimidin-2 (1H)-ones (3a-i). The resultant aminooxadiazolylpyrimidinones were conde...
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تاریخ انتشار 2014