{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T12:09:58Z","timestamp":1792757398070,"version":"4.5.0"},"reference-count":58,"publisher":"American Chemical Society (ACS)","issue":"11","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Med. Chem."],"published-print":{"date-parts":[[2003,5,1]]},"DOI":"10.1021\/jm021123s","type":"journal-article","created":{"date-parts":[[2003,5,15]],"date-time":"2003-05-15T05:58:24Z","timestamp":1052978304000},"page":"2187-2196","source":"Crossref","is-referenced-by-count":138,"title":["Carbonic Anhydrase Inhibitors. Inhibition of Tumor-Associated Isozyme IX by Halogenosulfanilamide and Halogenophenylaminobenzolamide Derivatives"],"prefix":"10.1021","volume":"46","author":[{"given":"Marc A.","family":"Ilies","sequence":"first","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniela","family":"Vullo","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jaromir","family":"Pastorek","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Scozzafava","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Monica","family":"Ilies","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Miron T.","family":"Caproiu","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Silvia","family":"Pastorekova","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[{"name":"University of Agricultural Sciences and Veterinary Medicine, Faculty of Biotechnologies, Department of Chemistry, B-dul Marasti nr. 59, 71331-Bucharest, Roumania, Universit\u00e0 degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 842 45 Bratislava, Slovakia, and \u201cC.D. Nenitzescu\u201d Institute of Organic Chemistry, Splaiul Independentei 202B, Bucharest, Roumania"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2003,4,19]]},"reference":[{"key":"jm021123sb00001\/jm021123sb00001_1","doi-asserted-by":"crossref","first-page":"600","DOI":"10.1517\/13543776.10.5.575","volume":"10","author":"Supuran C. T.","year":"2000","journal-title":"Exp. Opin. Ther. Pat."},{"key":"jm021123sb00001\/jm021123sb00001_2","doi-asserted-by":"crossref","first-page":"242","DOI":"10.1517\/13543776.12.2.217","volume":"12","author":"Supuran C. T.","year":"2002","journal-title":"Exp. Opin. Ther. Pat."},{"key":"jm021123sb00002\/jm021123sb00002_1","first-page":"97","volume":"1","author":"Supuran C. T.","year":"2001","journal-title":"Med. Chem.-Immunol., Endoc. Metab. Agents"},{"key":"jm021123sb00002\/jm021123sb00002_2","first-page":"189","volume":"23","author":"Supuran C. T.","year":"2003","journal-title":"Med. Res. Rev."},{"key":"jm021123sb00003\/jm021123sb00003_1","doi-asserted-by":"crossref","first-page":"366","DOI":"10.1111\/j.1574-6976.2000.tb00546.x","volume":"24","author":"Smith K. S.","year":"2000","journal-title":"FEMS Microbiol. Rev."},{"key":"jm021123sb00003\/jm021123sb00003_2","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1016\/S0167-4838(00)00204-1","volume":"1544","author":"Chirica L. C.","year":"2001","journal-title":"Biochim. Biophys. Acta"},{"key":"jm021123sb00003\/jm021123sb00003_3","doi-asserted-by":"crossref","first-page":"1619","DOI":"10.1046\/j.1432-1327.2001.02031.x","volume":"268","author":"Elleby B.","year":"2001","journal-title":"Eur. J. Biochem."},{"key":"jm021123sb00004\/jm021123sb00004_1","doi-asserted-by":"crossref","first-page":"668","DOI":"10.1016\/S0020-7519(01)00172-2","volume":"31","author":"Krungkrai S. R.","year":"2001","journal-title":"Int. J. Parasitol."},{"key":"jm021123sb00005\/jm021123sb00005_1","first-page":"78","volume-title":"The Carbonic Anhydrases \u2212 New Horizons","author":"Hewett-Emmett D.","year":"2000"},{"key":"jm021123sb00006\/jm021123sb00006_1","first-page":"170","volume-title":"Gene Families:\u2009 Studies of DNA, RNA, Enzymes and Proteins","author":"Chegwidden W. R.","year":"2001"},{"key":"jm021123sb00007\/jm021123sb00007_1","first-page":"2888","volume":"9","author":"Pastorek J.","year":"1994","journal-title":"Oncogene"},{"key":"jm021123sb00007\/jm021123sb00007_2","doi-asserted-by":"crossref","first-page":"487","DOI":"10.1006\/geno.1996.0223","volume":"33","author":"Opavsky R.","year":"1996","journal-title":"Genomics"},{"key":"jm021123sb00007\/jm021123sb00007_3","doi-asserted-by":"crossref","first-page":"408","DOI":"10.1053\/gast.1997.v112.pm9024293","volume":"112","author":"Pastorekova S.","year":"1997","journal-title":"Gastroenterology"},{"key":"jm021123sb00008\/jm021123sb00008_1","first-page":"609","volume":"145","author":"Liao S. Y.","year":"1994","journal-title":"Am. J. Pathol."},{"key":"jm021123sb00008\/jm021123sb00008_2","first-page":"2831","volume":"57","author":"Liao S. Y.","year":"1997","journal-title":"Cancer Res."},{"key":"jm021123sb00008\/jm021123sb00008_3","doi-asserted-by":"crossref","first-page":"811","DOI":"10.1034\/j.1399-3003.1999.14d14.x","volume":"14","author":"Vermylen P.","year":"1999","journal-title":"Eur. Respir. J."},{"key":"jm021123sb00008\/jm021123sb00008_4","first-page":"744","volume":"28","author":"Turner J. R.","year":"1997","journal-title":"Hum. Pathol."},{"key":"jm021123sb00008\/jm021123sb00008_5","doi-asserted-by":"crossref","first-page":"2186","DOI":"10.1023\/A:1011910931210","volume":"46","author":"Kivela A. J.","year":"2001","journal-title":"Dig. Dis. Sci."},{"key":"jm021123sb00009\/jm021123sb00009_1","first-page":"7083","volume":"60","author":"Wykoff C. C.","year":"2000","journal-title":"Cancer Res."},{"key":"jm021123sb00009\/jm021123sb00009_2","doi-asserted-by":"crossref","first-page":"276","DOI":"10.1093\/jnci\/93.4.266","volume":"93","author":"H\u00f6ckel M.","year":"2001","journal-title":"J. Natl. Cancer Inst."},{"key":"jm021123sb00010\/jm021123sb00010_1","first-page":"6399","volume":"61","author":"Loncaster J. A.","year":"2001","journal-title":"Cancer Res."},{"key":"jm021123sb00010\/jm021123sb00010_2","first-page":"3668","volume":"19","author":"Chia S. K.","year":"2001","journal-title":"J. Clin. Oncol."},{"key":"jm021123sb00011\/jm021123sb00011_1","doi-asserted-by":"crossref","first-page":"1019","DOI":"10.1016\/S0002-9440(10)64048-5","volume":"158","author":"Wykoff C. C.","year":"2001","journal-title":"Am. J. Pathol."},{"key":"jm021123sb00011\/jm021123sb00011_2","first-page":"5267","volume":"61","author":"Beasley N.","year":"2001","journal-title":"Cancer Res."},{"key":"jm021123sb00012\/jm021123sb00012_1","first-page":"3403","volume":"7","author":"Koukourakis M. I.","year":"2001","journal-title":"Clin Cancer Res"},{"key":"jm021123sb00012\/jm021123sb00012_2","doi-asserted-by":"crossref","first-page":"82","DOI":"10.1038\/sj.bjc.6600215","volume":"86","author":"Turner K. J.","year":"2002","journal-title":"Br. J. Cancer"},{"key":"jm021123sb00013\/jm021123sb00013_1","first-page":"7998","volume":"61","author":"Giatromanolaki A.","year":"2001","journal-title":"Cancer Res."},{"key":"jm021123sb00013\/jm021123sb00013_2","doi-asserted-by":"crossref","first-page":"321","DOI":"10.1002\/path.1120","volume":"197","author":"Bartosova M.","year":"2002","journal-title":"J. Pathol."},{"key":"jm021123sb00014\/jm021123sb00014_1","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1016\/S1357-4310(99)01615-9","volume":"6","author":"Stubbs M.","year":"2000","journal-title":"Mol. Med. Today"},{"key":"jm021123sb00015\/jm021123sb00015_1","doi-asserted-by":"crossref","first-page":"2224","DOI":"10.1073\/pnas.040554897","volume":"97","author":"Parkkila S.","year":"2000","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"jm021123sb00016\/jm021123sb00016_1","first-page":"751","volume":"23","author":"Xiang Y.","year":"2002","journal-title":"Acta Pharmacol. Sin."},{"key":"jm021123sb00017\/jm021123sb00017_1","first-page":"1120","volume":"10","author":"Scozzafava A.","year":"2000","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"jm021123sb00018\/jm021123sb00018_1","first-page":"610","volume":"15","author":"Supuran C. T.","year":"2000","journal-title":"Enzyme Inhib."},{"key":"jm021123sb00019\/jm021123sb00019_1","first-page":"874","volume":"35","author":"Supuran C. T.","year":"2000","journal-title":"Eur. J. Med. Chem."},{"key":"jm021123sb00020\/jm021123sb00020_1","doi-asserted-by":"crossref","first-page":"714","DOI":"10.1016\/S0968-0896(00)00288-1","volume":"9","author":"Supuran C. T.","year":"2001","journal-title":"Bioorg. Med. Chem."},{"key":"jm021123sb00021\/jm021123sb00021_1","unstructured":"Smiles, S.; Stewart, J. p-Acetaminobenzenesulfonyl chloride.OrganicSyntheses; Wiley:\u2009 New York, 1941; Collect. Vol. I, pp 8\u221210."},{"key":"jm021123sb00022\/jm021123sb00022_1","first-page":"897","volume":"12","author":"Baker B. R.","year":"1969","journal-title":"J. Med. Chem."},{"key":"jm021123sb00023\/jm021123sb00023_1","first-page":"701","volume":"21","author":"Vaughan J. R.","year":"1956","journal-title":"J. Org. Chem."},{"key":"jm021123sb00024\/jm021123sb00024_1","doi-asserted-by":"crossref","first-page":"1216","DOI":"10.1021\/ja01862a066","volume":"62","author":"Seikel M. K","year":"1940","journal-title":"J. Am. Chem. Soc."},{"key":"jm021123sb00025\/jm021123sb00025_1","unstructured":"Seikel, M. K. 2,6-Dichloraniline and 2,6-dibromoaniline.OrganicSyntheses; Wiley:\u2009 New York, 1955; Collect. Vol. III, p 262\u2212265."},{"key":"jm021123sb00026\/jm021123sb00026_1","first-page":"282","volume":"78","author":"Cingolani E","year":"1948","journal-title":"Gazz. Chim. Ital."},{"key":"jm021123sb00027\/jm021123sb00027_1","doi-asserted-by":"crossref","first-page":"1483","DOI":"10.1021\/ja01287a023","volume":"59","author":"Scudi J. V","year":"1937","journal-title":"J. Am. Chem. Soc."},{"key":"jm021123sb00028\/jm021123sb00028_1","unstructured":"Staehle, H.; Koeppe, H.; Kummer, W.; Hoefke, W. 2-Bromo-6-fluoro-N-2-imidazolidinylideneaniline. Ger.Offen.(Boehringer, C. H., Sohn, Ger.) DE 2630060, 1978."},{"key":"jm021123sb00029\/jm021123sb00029_1","doi-asserted-by":"crossref","first-page":"7","DOI":"10.1155\/MBD.1997.1","volume":"4","author":"Jitianu A.","year":"1997","journal-title":"Metal-Based Drugs"},{"key":"jm021123sb00030\/jm021123sb00030_1","doi-asserted-by":"crossref","first-page":"156","DOI":"10.1515\/MGMC.1997.20.3.151","volume":"20","author":"Jitianu A.","year":"1997","journal-title":"Main Group Metal Chem."},{"key":"jm021123sb00031\/jm021123sb00031_1","first-page":"751","volume":"33","author":"Supuran C. T.","year":"1998","journal-title":"Eur. J. Med. Chem."},{"key":"jm021123sb00032\/jm021123sb00032_1","first-page":"581","volume":"85","author":"Kraft K.","year":"1952","journal-title":"Ber. Dtsch. Chem. Ges."},{"key":"jm021123sb00033\/jm021123sb00033_1","first-page":"1334","volume":"28","author":"Ganz A. J.","year":"1978","journal-title":"Arzneim.-Forsch."},{"key":"jm021123sb00034\/jm021123sb00034_1","first-page":"13","volume-title":"Carbonic anhydrase \u2212 From biochemistry and genetics to physiology and clinical medicine, Botr\u00e8, F., Gros, G., Storey","author":"Lindskog S.","year":"1991"},{"key":"jm021123sb00035\/jm021123sb00035_1","doi-asserted-by":"crossref","first-page":"357","DOI":"10.1111\/j.1432-1033.1990.tb15582.x","volume":"190","author":"Behravan G.","year":"1990","journal-title":"Eur. J. Biochem."},{"key":"jm021123sb00036\/jm021123sb00036_1","first-page":"2247","volume":"16","author":"Khalifah R. G.","year":"1977","journal-title":"Biochemistry"},{"key":"jm021123sb00037\/jm021123sb00037_1","first-page":"2508","volume":"70","author":"Lindskog S.","year":"1964","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"jm021123sb00038\/jm021123sb00038_1","doi-asserted-by":"crossref","first-page":"259","DOI":"10.1111\/j.1432-1033.1975.tb02449.x","volume":"59","author":"Steiner H.","year":"1975","journal-title":"Eur. J. Biochem."},{"key":"jm021123sb00039\/jm021123sb00039_1","first-page":"906","volume":"44","author":"Maren T. H.","year":"1993","journal-title":"Mol. Pharmacol."},{"key":"jm021123sb00040\/jm021123sb00040_1","doi-asserted-by":"crossref","first-page":"669","DOI":"10.1006\/bbrc.2001.5824","volume":"288","author":"Wingo T.","year":"2001","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"jm021123sb00041\/jm021123sb00041_1","first-page":"678","volume":"6","author":"Pocker Y.","year":"1967","journal-title":"Biochemistry"},{"key":"jm021123sb00042\/jm021123sb00042_1","doi-asserted-by":"crossref","first-page":"2678","DOI":"10.1021\/bi962663s","volume":"36","author":"Baird T. T.","year":"1997","journal-title":"Biochemistry"},{"key":"jm021123sb00043\/jm021123sb00043_1","doi-asserted-by":"crossref","first-page":"2573","DOI":"10.1016\/S0021-9258(18)62326-9","volume":"246","author":"Khalifah R. G","year":"1971","journal-title":"J. Biol. Chem."}],"container-title":["Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jm021123s","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,9,26]],"date-time":"2021-09-26T13:39:50Z","timestamp":1632663590000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jm021123s"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2003,4,19]]},"references-count":58,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2003,5,1]]}},"alternative-id":["10.1021\/jm021123s"],"URL":"https:\/\/doi.org\/10.1021\/jm021123s","relation":{},"ISSN":["0022-2623","1520-4804"],"issn-type":[{"value":"0022-2623","type":"print"},{"value":"1520-4804","type":"electronic"}],"subject":[],"published":{"date-parts":[[2003,4,19]]}}}