{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,19]],"date-time":"2025-10-19T06:07:47Z","timestamp":1760854067797,"version":"3.41.2"},"reference-count":46,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2019,6,18]],"date-time":"2019-06-18T00:00:00Z","timestamp":1560816000000},"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":[[2019,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Fumarate diester <jats:bold>3<\/jats:bold> was synthesized upon reacting anthranilic acid with diethylacetylenedicarboxylate. Compound <jats:bold>3<\/jats:bold> was reacted with different nucleophiles in mild reaction conditions. Selected reaction routes that afforded products <jats:bold>6<\/jats:bold>, <jats:bold>9<\/jats:bold>, <jats:bold>10<\/jats:bold>, <jats:bold>11<\/jats:bold>, and <jats:bold>12<\/jats:bold> were explained. The estimated mechanism for the reaction of <jats:bold>3<\/jats:bold> with ethylenediamine to afford <jats:bold>9<\/jats:bold> was proved by X\u2010ray single\u2010crystal and retro\u2010synthetic reaction. Acetyl anthranilic acid was utilized with zinc and copper to afford the organometallic compounds <jats:bold>14a<\/jats:bold> and <jats:bold>14b<\/jats:bold>, respectively. Three single crystals were afforded for <jats:bold>3<\/jats:bold>, <jats:bold>9<\/jats:bold> and the organocopper complex <jats:bold>14b<\/jats:bold>. Target compounds were screened for their inhibitory potential against urease enzyme. Most compounds were more potent than thiourea as standard inhibitor, considering that oxopiperazine <jats:bold>9<\/jats:bold> exhibited double the activity: IC<jats:sub>50<\/jats:sub> = 8.16 \u00b1 0.65 \u00b5M (thiourea IC<jats:sub>50<\/jats:sub> = 20.04 \u00b1 0.33 \u00b5M). Docking studies were in agreement with the in vitro enzyme assay.<\/jats:p>","DOI":"10.1002\/ardp.201800314","type":"journal-article","created":{"date-parts":[[2019,6,18]],"date-time":"2019-06-18T12:25:05Z","timestamp":1560860705000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Utility of anthranilic acid and diethylacetylenedicarboxylate for the synthesis of nitrogenous organo\/organometallic compounds as urease inhibitors"],"prefix":"10.1002","volume":"352","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7023-6364","authenticated-orcid":false,"given":"Heba S. 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