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In this work we explored the synthesis of the four monosubstituted <jats:italic>N<\/jats:italic>\u2010(4\u2010R\u2010phenyl)enaminones <jats:bold>3\u2009a<\/jats:bold> (R=NO<jats:sub>2<\/jats:sub>), <jats:bold>3\u2009b<\/jats:bold> (R=F), <jats:bold>3\u2009c<\/jats:bold> (R=H), and <jats:bold>3\u2009d<\/jats:bold> (R=OMe) with the goal of determining the influence of the substituents\u2032 electronic effects on tautomer stability and biological activity. These compounds were analyzed by means of Density Functional Theory calculations (DFT), to evaluate the relative stability of the possible tautomers. We found that the enaminone structure is the most stable with respect to the ketoimine and iminoenol forms. In addition, all four compounds display anticonvulsant activity, with <jats:bold>3\u2009d<\/jats:bold> being the one that mostly increased latency and mostly decreased the number of convulsions with respect to the control group. The suggested mechanism of action involves blockage of the voltage\u2010dependent Na<jats:sup>+<\/jats:sup> channels, considering that these molecules meet the structural characteristics needed to block the receptor, as is the case of the positive control molecules phenytoin (PHT) and valproic acid (VPA).<\/jats:p>","DOI":"10.1002\/cbdv.202400056","type":"journal-article","created":{"date-parts":[[2024,3,13]],"date-time":"2024-03-13T04:44:30Z","timestamp":1710305070000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Synthesis, Theoretical Study, and Anticonvulsant Evaluation of <i>N<\/i>\u2010Arylenaminones"],"prefix":"10.1002","volume":"21","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7555-679X","authenticated-orcid":false,"given":"Hugo A.","family":"Jim\u00e9nez\u2010V\u00e1zquez","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica Escuela Nacional de Ciencias Biol\u00f3gicas Instituto Polit\u00e9cnico Nacional  Prolongaci\u00f3n Manuel Carpio y Plan de Ayala 11350 Ciudad de M\u00e9xico, M\u00e9xico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9597-1202","authenticated-orcid":false,"given":"J. 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