Non-steroidal anti-inflammatory drugs (NSAIDs) are widely used to ameliorate the symptoms of inflammation and pain, particularly those associated with rheumatoid arthritis. Chronic use of these drugs including ibuprofen may elicit appreciable gastrointestinal (GI) toxicity. In order to synthesize novel analgesic and anti-inflammatory agents with reduced ulcerogenic effects, carboxylic acid of ibuprofen has been modified with respect to various heterocyclic amide groups, which is the most active area of research in this family. In this article, synthesis of a series of hybrid molecules containing important pharmacophore of ibuprofen and substituted benzothiazoles are described. All the synthesized compounds (I – V) were tested for their analgesic and anti-inflammatory properties on mice, in comparison to standard (ibuprofen) and control (saline) groups. All the synthesized compounds exhibited significant analgesic and anti-inflammatory activities when compared to both standard drug and control. Findings indicated that addition of substituted amino benzothiazoles (especially methyl, bromine, and nitro groups) to ibuprofen moiety as the main pharmacophore, is a desirable strategy for reduction of pain and inflammation which may lead to the production of new drugs with higher activities compared to ibuprofen.
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Acknowledgments
This work was a research project at Karaj Branch, Islamic Azad University, Iran and the authors would like to express their gratitude to them. They thank Fariba Ansari for her assistance with the pharmacological tests. They appreciate Mojtaba Chaichi, EFL educator at Safir English Language Academy, for proofreading the initial draft of this article.
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Ahmadi, A., Khalili, M., Zandieh, H. et al. Synthesis and Evaluation of Analgesic and Anti-Inflammatory Properties of Novel Ibuprofen Analogs. Pharm Chem J 49, 530–536 (2015). https://doi.org/10.1007/s11094-015-1321-x
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DOI: https://doi.org/10.1007/s11094-015-1321-x