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Using copper\u2010catalyzed azide\u2010alkyne cycloaddition (CuAAC), a well\u2010established tool in click chemistry, two synthetic routes were assessed to develop \u03b1\u2010 and \u03b2\u2010[triazole\u2010methyl]\u2010menadione derivatives. By optimizing the CuAAC reaction conditions, yields were significantly improved, reaching up to 94\u2009% for key intermediates and resulting in the formation of a library of approximately 30 compounds. Biological evaluation of the compounds in antiparasitic drug assays demonstrated notable antischistosomal potencies, while no significant activity was observed for the same series against <jats:italic>P. falciparum<\/jats:italic> parasites. Electrochemical and \u2018benzylic\u2019 oxidation studies confirmed that the active \u2018benzoyl\u2019 metabolite responsible for the antiplasmodial activity of plasmodione cannot be generated. These findings highlight the potential of triazole\u2010linked menadione hybrids as promising early candidates for antischistosomal drug development, and provides insights into structure\u2010activity relationships crucial for future therapeutic strategies.<\/jats:p>","DOI":"10.1002\/cmdc.202400731","type":"journal-article","created":{"date-parts":[[2024,12,16]],"date-time":"2024-12-16T05:34:14Z","timestamp":1734327254000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Synthesis of 1,2,3\u2010Triazole\u2010Methyl\u2010Menadione Derivatives: Evaluation of Electrochemical and Antiparasitic Properties against two Blood\u2010Dwelling Parasites"],"prefix":"10.1002","volume":"20","author":[{"given":"Baptiste","family":"Dupouy","sequence":"first","affiliation":[{"name":"Laboratoire d'Innovation Mol\u00e9culaire et Applications (LIMA) Team Bio(IN)organic &amp; Medicinal Chemistry UMR7042 CNRS-Universit\u00e9 de 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