Abstract
A simple methodology has been developed for the synthesis of diverse members of multifunctionalized 4-hydroxy-2-methyl-6-(phenyl)pyrimidine-5-carbonitrile derivatives via multicomponent reaction of aromatic aldehydes, ethyl cyanoacetate, and acetamidine hydrochloride using a quantitative amount of NaOH in dry DMF at 80 °C in a single procedural step. The carbon skeleton of synthesized compounds resembles the bacimethrin, an antibiotic active against several yeast and bacteria. The anti-inflammatory activities of all the synthesized compounds were assessed on Wistar rats using diclofenac sodium as a standard reference. The compound AC1, 2, 5, 9, and AC10 showed promising anti-inflammatory activity (80–83 %) in comparison with diclofenac sodium (85 %) in the carrageenan-induced rat paw edema assay, which is the key finding of this article.
Graphical Abstract
The synthesized 4-hydroxy-2-methyl-6-(phenyl)pyrimidine-5-carbonitrile derivatives shown promising anti-inflammatory activity (80–83 %) in comparison with diclofenac sodium (85 %) in the carrageenan-induced rat paw edema assay.
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The author Santosh S. Undare is thankful to UGC (WRO), Pune for the award of Teacher fellowship under XII plan. The authors are thankful to SCAN Research Laboratory, Bhopal for providing anti-inflammatory activity study.
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Undare, S.S., Valekar, N.J., Patravale, A.A. et al. One-pot synthesis and in vivo biological evaluation of new pyrimidine privileged scaffolds as potent anti-inflammatory agents. Res Chem Intermed 42, 4373–4386 (2016). https://doi.org/10.1007/s11164-015-2281-1
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DOI: https://doi.org/10.1007/s11164-015-2281-1