{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T00:20:18Z","timestamp":1791591618999,"version":"4.3.4"},"reference-count":42,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2020,10,12]],"date-time":"2020-10-12T00:00:00Z","timestamp":1602460800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Archiv der Pharmazie"],"published-print":{"date-parts":[[2021,2]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    The novel compounds with the chemical structure of\n                    <jats:italic>N<\/jats:italic>\n                    \u2010({4\u2010[\n                    <jats:italic>N<\/jats:italic>\n                    \u2032\u2010(substituted)sulfamoyl]phenyl}carbamothioyl)benzamide (\n                    <jats:bold>1a\u2013g<\/jats:bold>\n                    ) and 4\u2010fluoro\u2010\n                    <jats:italic>N<\/jats:italic>\n                    \u2010({4\u2010[\n                    <jats:italic>N<\/jats:italic>\n                    \u2032\u2010(substituted)sulfamoyl]phenyl}carbamothioyl)benzamide (\n                    <jats:bold>2a<\/jats:bold>\n                    \u2013\n                    <jats:bold>g<\/jats:bold>\n                    ) were synthesized as potent and selective human carbonic anhydrase (hCA) I and hCA II candidate inhibitors. The aryl part was changed to sulfacetamide, sulfaguanidine, sulfanilamide, sulfathiazole, sulfadiazine, sulfamerazine, and sulfametazine. The\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values of compounds\n                    <jats:bold>1a<\/jats:bold>\n                    \u2013\n                    <jats:bold>g<\/jats:bold>\n                    were in the range of 20.73\u2009\u00b1\u20094.32 to 59.55\u2009\u00b1\u200913.07\u2009nM (hCA I) and 5.69\u2009\u00b1\u20090.43 to 44.81\u2009\u00b1\u20091.08\u2009nM (hCA II), whereas the\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values of compounds\n                    <jats:bold>2a<\/jats:bold>\n                    \u2013\n                    <jats:bold>g<\/jats:bold>\n                    were in the range of 13.98\u2009\u00b1\u20092.57 to 75.74\u2009\u00b1\u200913.51\u2009nM (hCA I) and 8.15\u2009\u00b1\u20091.5 to 49.86\u2009\u00b1\u20096.18\u2009nM (hCA II). Comparing the\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values of the final compounds and acetazolamide, compound\n                    <jats:bold>1c<\/jats:bold>\n                    with the sulfanilamide moiety (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u20095.69\u2009\u00b1\u20090.43\u2009nM, 8.8 times) and\n                    <jats:bold>2f<\/jats:bold>\n                    with the sulfamerazine moiety (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u20098.15\u2009\u00b1\u20091.5\u2009nM, 6.2 times) demonstrated promising and selective inhibitory effects against the hCA II isoenzyme, the main target protein in glaucoma. Furthermore, compounds\n                    <jats:bold>1d<\/jats:bold>\n                    (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u200920.73\u2009\u00b1\u20094.32, 4 times) and\n                    <jats:bold>2d<\/jats:bold>\n                    (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    \u2009=\u200913.98\u2009\u00b1\u20092.57, 5.9 times), which have the sulfathiazole moiety, were found as potent hCA I inhibitors. Compounds\n                    <jats:bold>1c<\/jats:bold>\n                    and\n                    <jats:bold>2f<\/jats:bold>\n                    can be considered as the lead compounds determined in the present study, which can be investigated further to alleviate glaucoma symptoms.\n                  <\/jats:p>","DOI":"10.1002\/ardp.202000230","type":"journal-article","created":{"date-parts":[[2020,10,12]],"date-time":"2020-10-12T03:56:53Z","timestamp":1602475013000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":47,"title":["Synthesis of benzamide derivatives with thiourea\u2010substituted benzenesulfonamides as carbonic anhydrase inhibitors"],"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\/0000-0003-2013-7162","authenticated-orcid":false,"given":"Yeliz","family":"Demir","sequence":"additional","affiliation":[{"name":"Department of Pharmacy Services Nihat Delibalta G\u00f6le Vocational High School Ardahan University Ardahan 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":[[2020,10,12]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2017.01.032"},{"key":"e_1_2_7_3_1","first-page":"901","volume":"35","author":"Khan K. 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