{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,8]],"date-time":"2026-09-08T23:34:35Z","timestamp":1788910475153,"version":"build-2803163510"},"reference-count":30,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2014,9,1]],"date-time":"2014-09-01T00:00:00Z","timestamp":1409529600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2014,9]]},"DOI":"10.1016\/j.ejmech.2014.06.074","type":"journal-article","created":{"date-parts":[[2014,7,5]],"date-time":"2014-07-05T08:47:49Z","timestamp":1404550069000},"page":"59-67","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":23,"special_numbering":"C","title":["Synthesis of a new series of N4-substituted 4-(2-aminoethyl)benzenesulfonamides and their inhibitory effect on human carbonic anhydrase cytosolic isozymes I and II and transmembrane tumor-associated isozymes IX and XII"],"prefix":"10.1016","volume":"84","author":[{"given":"Jaros\u0142aw","family":"S\u0142awi\u0144ski","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zdzis\u0142aw","family":"Brzozowski","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Beata","family":"\u017bo\u0142nowska","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8347-9659","authenticated-orcid":false,"given":"Krzysztof","family":"Szafra\u0144ski","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aneta","family":"Pogorzelska","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniela","family":"Vullo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2014.06.074_bib1","doi-asserted-by":"crossref","first-page":"3233","DOI":"10.2174\/138161210793429797","article-title":"Carbonic anhydrase inhibition\/activation: trip of a scientist around the world in the search of novel chemotypes and drug targets","volume":"16","author":"Supuran","year":"2010","journal-title":"Curr. Pharm. Des."},{"key":"10.1016\/j.ejmech.2014.06.074_bib2","doi-asserted-by":"crossref","first-page":"146","DOI":"10.1002\/med.10025","article-title":"Carbonic anhydrase inhibitors","volume":"23","author":"Supuran","year":"2003","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.ejmech.2014.06.074_bib3","doi-asserted-by":"crossref","first-page":"168","DOI":"10.1038\/nrd2467","article-title":"Carbonic anhydrases: novel therapeutic applications for inhibitors and activators","volume":"7","author":"Supuran","year":"2008","journal-title":"Nat. Rev. Drug Discov."},{"key":"10.1016\/j.ejmech.2014.06.074_bib4","doi-asserted-by":"crossref","first-page":"445","DOI":"10.1002\/med.20112","article-title":"Carbonic anhydrase IX: a new druggable target for the design of antitumor agents","volume":"28","author":"Winum","year":"2008","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.ejmech.2014.06.074_bib5","doi-asserted-by":"crossref","first-page":"84","DOI":"10.18632\/oncotarget.422","article-title":"Recent developments in targeting carbonic anhydrase IX for cancer therapeutics","volume":"3","author":"McDonald","year":"2012","journal-title":"Oncotarget"},{"key":"10.1016\/j.ejmech.2014.06.074_bib6","doi-asserted-by":"crossref","first-page":"767","DOI":"10.1038\/nrd3554","article-title":"Interfering with pH regulation in tumours as a therapeutic strategy","volume":"10","author":"Neri","year":"2011","journal-title":"Nat. Rev. Drug Discov."},{"key":"10.1016\/j.ejmech.2014.06.074_bib7","doi-asserted-by":"crossref","first-page":"358","DOI":"10.1158\/0008-5472.CAN-08-2470","article-title":"Hypoxia-inducible carbonic anhydrase IX and XII promote tumor cell growth by counteracting acidosis through the regulation of the intracellular pH","volume":"69","author":"Chiche","year":"2009","journal-title":"Cancer Res."},{"key":"10.1016\/j.ejmech.2014.06.074_bib8","doi-asserted-by":"crossref","first-page":"3467","DOI":"10.1016\/j.bmcl.2010.05.009","article-title":"Carbonic anhydrase inhibitors","volume":"20","author":"Supuran","year":"2010","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2014.06.074_bib9","doi-asserted-by":"crossref","first-page":"1451","DOI":"10.1016\/j.bmc.2012.10.029","article-title":"New selective carbonic anhydrase IX inhibitors: synthesis and pharmacological evaluation of diarylpyrazole-benzenesulfonamides","volume":"21","author":"Rogez-Florent","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib10","doi-asserted-by":"crossref","first-page":"703","DOI":"10.1016\/S0968-0896(00)00288-1","article-title":"Carbonic anhydrase inhibitors: sulfonamides as antitumor agents?","volume":"9","author":"Supuran","year":"2001","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib11","doi-asserted-by":"crossref","first-page":"2359","DOI":"10.1016\/j.bmcl.2005.02.087","article-title":"Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic\/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating thioureido-sulfanilyl scaffolds","volume":"15","author":"Puccetti","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2014.06.074_bib12","doi-asserted-by":"crossref","first-page":"3102","DOI":"10.1016\/j.bmcl.2005.04.056","article-title":"Carbonic anhydrase inhibitors: novel sulfonamides incorporating 1,3,5-triazine moieties as inhibitors of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II and IX","volume":"15","author":"Garaj","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2014.06.074_bib13","doi-asserted-by":"crossref","first-page":"4894","DOI":"10.1016\/j.bmc.2009.06.006","article-title":"Carbonic anhydrase inhibitors. Aromatic\/heterocyclic sulfonamides incorporating phenacetyl, pyridylacetyl and thienylacetyl tails act as potent inhibitors of human mitochondrial isoforms VA and VB","volume":"17","author":"G\u00fczel","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib14","doi-asserted-by":"crossref","first-page":"2418","DOI":"10.1016\/j.bmc.2005.11.019","article-title":"Carbonic anhydrase inhibitors: transepithelial transport of thioureido sulfonamide inhibitors of the cancer-associated isozyme IX is dependent on efflux transporters","volume":"14","author":"Vullo","year":"2006","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib15","doi-asserted-by":"crossref","first-page":"4846","DOI":"10.1016\/j.bmcl.2006.06.064","article-title":"Carbonic anhydrase inhibitors. Inhibition of the cytosolic human isozymes I and II, and the transmembrane, tumor-associated isozymes IX and XII with substituted aromatic sulfonamides activatable in hypoxic tumors","volume":"16","author":"S\u0105czewski","year":"2006","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2014.06.074_bib16","doi-asserted-by":"crossref","first-page":"563","DOI":"10.1080\/14756360600648146","article-title":"Carbonic anhydrase inhibitors. Selective inhibition of human tumor-associated isozymes IX and XII and cytosolic isozymes I and II with some substituted-2-mercapto-benzenesulfonamides","volume":"21","author":"S\u0105czewski","year":"2006","journal-title":"J.\u00a0Enzym. Inhib. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib17","doi-asserted-by":"crossref","first-page":"3933","DOI":"10.1016\/j.bmc.2008.01.034","article-title":"Carbonic anhydrase inhibitors: inhibition of human cytosolic isozymes I and II and tumor-associated isozymes IX and XII with S-substituted 4-chloro-2-mercapto-5-methyl-benzenesulfonamides","volume":"16","author":"S\u0105czewski","year":"2008","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib18","doi-asserted-by":"crossref","first-page":"2396","DOI":"10.1016\/j.ejmech.2010.02.020","article-title":"Carbonic anhydrase inhibitors: synthesis and inhibition of the human cytosolic isozymes I and II and transmembrane isozymes IX, XII (cancer-associated) and XIV with 4-substituted 3-pyridinesulfonamides","volume":"45","author":"Brzozowski","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib19","doi-asserted-by":"crossref","first-page":"4403","DOI":"10.1016\/j.ejmech.2011.07.011","article-title":"Carbonic anhydrase inhibitors. Synthesis, molecular structures, and inhibition of the human cytosolic isozymes I and II and transmembrane isozymes IX, XII (cancer-associated) and XIV with novel 3-pyridinesulfonamide derivatives","volume":"46","author":"Brzozowski","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib20","doi-asserted-by":"crossref","first-page":"701","DOI":"10.1016\/j.ejmech.2013.09.027","article-title":"Carbonic anhydrase inhibitors. Synthesis of heterocyclic 4-substituted pyridine-3-sulfonamide derivatives and their inhibition of the human cytosolic isozymes I and II and transmembrane tumor-associated isozymes IX and XII","volume":"69","author":"S\u0142awi\u0144ski","year":"2013","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib21","doi-asserted-by":"crossref","first-page":"3656","DOI":"10.1016\/j.ejmech.2010.05.011","article-title":"Carbonic anhydrase inhibitors. Regioselective synthesis of novel 1-substituted 1,4-dihydro-4-oxo-3-pyridinesulfonamides and their inhibition of the human cytosolic isozymes I and II and transmembrane cancer-associated isozymes IX and XII","volume":"45","author":"Brzozowski","year":"2010","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib22","doi-asserted-by":"crossref","first-page":"282","DOI":"10.1016\/j.ejmech.2012.08.006","article-title":"Carbonic anhydrase inhibitors. Regioselective synthesis of novel series 1-substituted 1,4-dihydro-4-oxo-3-pyridinesulfonamides and their inhibition of the human cytosolic isozymes I and II and transmembrane cancer-associated isozymes IX and XII","volume":"56","author":"Brzozowski","year":"2012","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib23","doi-asserted-by":"crossref","first-page":"3364","DOI":"10.1158\/0008-5472.CAN-10-4261","article-title":"Targeting tumor hypoxia: suppression of breast tumor growth and metastasis by novel carbonic anhydrase IX inhibitors","volume":"71","author":"Lou","year":"2011","journal-title":"Cancer Res."},{"key":"10.1016\/j.ejmech.2014.06.074_bib24","doi-asserted-by":"crossref","first-page":"2561","DOI":"10.1016\/S0021-9258(18)62326-9","article-title":"The carbon dioxide hydration activity of carbonic anhydrase. I. Stop-flow kinetic studies on the native human isoenzymes B and C","volume":"246","author":"Khalifah","year":"1971","journal-title":"J.\u00a0Biol. Med."},{"key":"10.1016\/j.ejmech.2014.06.074_bib25","first-page":"133","article-title":"Derivatives of 1,1-dioxo-1,4,2-benzodithiazine. IV. Synthesis of some N-substituted 3-amino-6-chloro-7-methyl-1,1-dioxo-1,4,2-benzodithiazines","volume":"41","author":"Brzozowski","year":"1984","journal-title":"Acta Pol. Pharm."},{"key":"10.1016\/j.ejmech.2014.06.074_bib26","first-page":"199","article-title":"Derivatives of 1,1-dioxo-1,4,2-benzodithiazine. XIII. Synthesis of chlorides and amides of 6-R1-3-methylthio-1,1-dioxo-1,4,2-benzodithiazie-7-carboxylic acids","volume":"50","author":"Brzozowski","year":"1993","journal-title":"Acta Pol. Pharm. \u2013 Drug. Res."},{"key":"10.1016\/j.ejmech.2014.06.074_bib27","doi-asserted-by":"crossref","first-page":"1396","DOI":"10.1002\/jhet.272","article-title":"Application of 3-methylthiopyrido[4,3-e]-1,4,2-dithiazine 1,1-dioxide to the synthesis of novel series of 4H-pyrido[4,3-e]-1,2,4-thiadiazine derivatives with potential biological activity","volume":"46","author":"Brzozowski","year":"2009","journal-title":"J.\u00a0Heterocycl. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib28","doi-asserted-by":"crossref","first-page":"2337","DOI":"10.1021\/jm031079w","article-title":"Carbonic anhydrase inhibitors. Design of selective, membrane-impermeant inhibitors targeting the human tumor-associated isozyme IX","volume":"47","author":"Casey","year":"2004","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib29","doi-asserted-by":"crossref","first-page":"4834","DOI":"10.1021\/jm0501073","article-title":"Carbonic anhydrase inhibitors. Design of fluorescent sulfonamides as probes of tumor-associated carbonic anhydrase IX that inhibit isozyme IX-mediated acidification of hypoxic tumors","volume":"48","author":"Cecchi","year":"2005","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2014.06.074_bib30","doi-asserted-by":"crossref","first-page":"963","DOI":"10.1016\/j.bmcl.2004.12.053","article-title":"Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides \u2013 a new target for the design of antitumor and antiglaucoma drugs","volume":"15","author":"Vullo","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523414006035?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523414006035?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2022,4,10]],"date-time":"2022-04-10T14:40:54Z","timestamp":1649601654000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523414006035"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,9]]},"references-count":30,"alternative-id":["S0223523414006035"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2014.06.074","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2014,9]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Synthesis of a new series of N4-substituted 4-(2-aminoethyl)benzenesulfonamides and their inhibitory effect on human carbonic anhydrase cytosolic isozymes I and II and transmembrane tumor-associated isozymes IX and XII","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2014.06.074","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"Copyright \u00a9 2014 Elsevier Masson SAS. All rights reserved.","name":"copyright","label":"Copyright"}]}}