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The benzenesulfonamides used were sulfacetamide (<jats:bold>3a<\/jats:bold>, <jats:bold>4a<\/jats:bold>), sulfaguanidine (<jats:bold>3b<\/jats:bold>, <jats:bold>4b<\/jats:bold>), sulfanilamide (<jats:bold>3c<\/jats:bold>, <jats:bold>4c<\/jats:bold>), sulfadiazine (<jats:bold>3d<\/jats:bold>, <jats:bold>4d<\/jats:bold>), sulfamerazine (<jats:bold>3e<\/jats:bold>), and sulfathiazole (<jats:bold>4e<\/jats:bold>). The compounds were evaluated against carbonic anhydrase (CA) and acetylcholinesterase (AChE) enzymes to obtain possible drug candidate\/s. The lead compounds of the series were <jats:bold>3a<\/jats:bold> and <jats:bold>4a<\/jats:bold> against human CA (hCA) I, whereas\u00a0<jats:bold>3d<\/jats:bold> and <jats:bold>4a<\/jats:bold> were leads against hCA II in terms of <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub> values. Series <jats:bold>4<\/jats:bold> includes more effective CAs inhibitors than series <jats:bold>3<\/jats:bold> (except <jats:bold>3d<\/jats:bold>). Series <jats:bold>4<\/jats:bold> compounds having a nitro group (except <jats:bold>4d<\/jats:bold>) were 3.3\u20134.8 times more selective inhibitors than their corresponding analogues <jats:bold>3a\u2013d<\/jats:bold> in series <jats:bold>3<\/jats:bold>, in which hydrogen was located in place of the nitro group, by considering <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub> values against hCA II. Compounds <jats:bold>3c<\/jats:bold> and <jats:bold>4c<\/jats:bold>, where the sulfanilamide moiety is available, were the leads in terms of AChE inhibition with the lowest <jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub> values. The use of secondary sulfonamides was a more effective modification on CA inhibition, whereas the primary sulfonamide was the effective substitution in terms of AChE inhibitory potency.<\/jats:p>","DOI":"10.1002\/ardp.202000375","type":"journal-article","created":{"date-parts":[[2020,12,7]],"date-time":"2020-12-07T11:01:33Z","timestamp":1607338893000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":73,"title":["Synthesis and in vitro carbonic anhydrases and acetylcholinesterase inhibitory activities of novel imidazolinone\u2010based benzenesulfonamides"],"prefix":"10.1002","volume":"354","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6535-6580","authenticated-orcid":false,"given":"Mehtap","family":"Tugrak","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Ataturk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6164-9602","authenticated-orcid":false,"given":"Halise Inci","family":"Gul","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Ataturk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3216-1098","authenticated-orcid":false,"given":"Yeliz","family":"Demir","sequence":"additional","affiliation":[{"name":"Department of Pharmacy Services, Nihat Delibalta Go\u0308le Vocational High School Ardahan University Ardahan Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3692-163X","authenticated-orcid":false,"given":"Serkan","family":"Levent","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University Eski\u015fehir Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5993-1668","authenticated-orcid":false,"given":"Ilhami","family":"Gulcin","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science Ataturk University Erzurum Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,12,7]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.2174\/1385272822666180122153839"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.2363"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2016.04.009"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/13543776.2018.1508453"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biopha.2017.01.036"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.2174\/0929867322666150716113501"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7NJ03332J"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2015.01.008"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2020.109507"},{"key":"e_1_2_7_11_1","unstructured":"N.Anand W. 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