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Drug Evaluation

Indisulam: an anticancer sulfonamide in clinical development

Pages 283-287 | Published online: 02 Mar 2005

Keep up to date with the latest research on this topic with citation updates for this article.

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Sachin B. Pandya, Bhavesh N. Socha, Kaushik P. Chaudhary, Rahul P. Dubey, Bhavin R. Chavda, Urmila H. Patel, Maheshkumar K. Patel, Nikita J. Patel & Bhupesh S. Bhatt. (2021) Combined experimental and computational studies on molecular structure of nickel complex of 4-amino-N-(1, 3-thiazol-2-yl) benzenesulfonamide with coordinated pyridine. Inorganic and Nano-Metal Chemistry 51:9, pages 1280-1290.
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Thurpu Raghavender Reddy, Suresh Kumar Battina & Sudhir Kashyap. (2015) Zn(II) Triflate-Catalyzed N-Glycosylation: Synthesis of Sulfonamide and Amide Functionalized 2,3-Unsaturated Glycosides. Journal of Carbohydrate Chemistry 34:3, pages 133-144.
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Sonia Del Prete, Viviana De Luca, Daniela Vullo, Andrea Scozzafava, Vincenzo Carginale, Claudiu T. Supuran & Clemente Capasso. (2014) Biochemical characterization of the γ-carbonic anhydrase from the oral pathogen Porphyromonas gingivalis, PgiCA. Journal of Enzyme Inhibition and Medicinal Chemistry 29:4, pages 532-537.
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Clemente Capasso & Claudiu T. Supuran. (2014) Sulfa and trimethoprim-like drugs – antimetabolites acting as carbonic anhydrase, dihydropteroate synthase and dihydrofolate reductase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 29:3, pages 379-387.
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Jinhe Pan, Joseph Lau, Felix Mesak, Navjit Hundal, Maral Pourghiasian, Zhibo Liu, François Bénard, Shoukat Dedhar, Claudiu T. Supuran & Kuo-Shyan Lin. (2014) Synthesis and evaluation of 18F-labeled carbonic anhydrase IX inhibitors for imaging with positron emission tomography. Journal of Enzyme Inhibition and Medicinal Chemistry 29:2, pages 249-255.
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Asif Husain & Diwakar Madhesia. (2012) Heterocyclic compounds as carbonic anhydrase inhibitor. Journal of Enzyme Inhibition and Medicinal Chemistry 27:6, pages 773-783.
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Fabrizio Carta, Andrea Scozzafava & Claudiu T Supuran. (2012) Sulfonamides: a patent review (2008 – 2012). Expert Opinion on Therapeutic Patents 22:7, pages 747-758.
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Mohammed K. Abdel-Hamid, Atef A. Abdel-Hafez, Nawal A. El-Koussi & Nadia M. Mahfouz. (2009) Quantitative structure–activity relationship (QSAR) studies on a series of 1,3,4-thiadiazole-2-thione derivatives as tumor-associated carbonic anhydrase IX inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 24:3, pages 722-729.
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Pedro A. Colinas, Nicolás A. Núñez & Rodolfo D. Bravo. (2008) Sulfonamidoglycosylation of Methyl Glycosides Employing Perchloric Acid Supported on Silica Gel. Journal of Carbohydrate Chemistry 27:3, pages 141-147.
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Brian W Clare & Claudiu T Supuran. (2006) A perspective on quantitative structure–activity relationships and carbonic anhydrase inhibitors. Expert Opinion on Drug Metabolism & Toxicology 2:1, pages 113-137.
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Silvia Pastorekova, Daniela Vullo, Angela Casini, Andrea Scozzafava, Jaromir Pastorek, Isao Nishimori & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors: Inhibition of the tumor-associated isozymes IX and XII with polyfluorinated aromatic/heterocyclic sulfonamides. Journal of Enzyme Inhibition and Medicinal Chemistry 20:3, pages 211-217.
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Peter M Fischer & Athos Gianella-Borradori. (2005) Recent progress in the discovery and development of cyclin-dependent kinase inhibitors. Expert Opinion on Investigational Drugs 14:4, pages 457-477.
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Olcay Hİsar, Şükrü Beydemİr, İlhami Gülçİn, Ö. İrfan Küfrevİoğlu & Claudiu T. Supuran. (2005) Effects of low molecular weight plasma inhibitors of rainbow trout (Oncorhynchus mykiss) on human erythrocyte carbonic anhydrase-II isozyme activity in vitro and rat erythrocytes in vivo. Journal of Enzyme Inhibition and Medicinal Chemistry 20:1, pages 35-39.
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Özen Özensoy, Semra Isik, Oktay Arslan, Mikail Arslan, Andrea Scozzafava & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors. Inhibition of red blood cell ostrich (Struthio camelus) carbonic anhydrase with a series of aromatic and heterocyclic sulfonamides. Journal of Enzyme Inhibition and Medicinal Chemistry 20:4, pages 383-387.
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Jean-Yves Winum, Andrea Scozzafava, Jean-Louis Montero & Claudiu T Supuran. (2004) Therapeutic applications of sulfamates. Expert Opinion on Therapeutic Patents 14:9, pages 1273-1308.
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Andrea Scozzafava, Antonio Mastrolorenzo & Claudiu T Supuran. (2004) Modulation of carbonic anhydrase activity and its applications in therapy. Expert Opinion on Therapeutic Patents 14:5, pages 667-702.
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Peter M Fischer & Athos Gianella-Borradori. (2003) CDK inhibitors in clinical development for the treatment of cancer. Expert Opinion on Investigational Drugs 12:6, pages 955-970.
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Anthony Bertucci, Alessio Innocenti, Didier Zoccola, Andrea Scozzafava, Sylvie Tambutté & Claudiu T. Supuran. (2009) Carbonic anhydrase inhibitors. Inhibition studies of a coral secretory isoform by sulfonamides. Bioorganic & Medicinal Chemistry 17:14, pages 5054-5058.
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Alessio Innocenti, Alfonso Maresca, Andrea Scozzafava & Claudiu T. Supuran. (2008) Carbonic anhydrase inhibitors: Thioxolone versus sulfonamides for obtaining isozyme-selective inhibitors?. Bioorganic & Medicinal Chemistry Letters 18:14, pages 3938-3941.
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Alessandro Cecchi, Laura Ciani, Jean-Yves Winum, Jean-Louis Montero, Andrea Scozzafava, Sandra Ristori & Claudiu T. Supuran. (2008) Carbonic anhydrase inhibitors: Design of spin-labeled sulfonamides incorporating TEMPO moieties as probes for cytosolic or transmembrane isozymes. Bioorganic & Medicinal Chemistry Letters 18:12, pages 3475-3480.
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Jean-Yves Winum, Claudia Temperini, Khaled El Cheikh, Alessio Innocenti, Daniela Vullo, Samuele Ciattini, Jean-Louis Montero, Andrea Scozzafava & Claudiu T. Supuran. (2006) Carbonic Anhydrase Inhibitors:  Clash with Ala65 as a Means for Designing Inhibitors with Low Affinity for the Ubiquitous Isozyme II, Exemplified by the Crystal Structure of the Topiramate Sulfamide Analogue. Journal of Medicinal Chemistry 49:24, pages 7024-7031.
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Alessio Innocenti, Raquel Villar, Victor Martinez-Merino, María J. Gil, Andrea Scozzafava, Daniela Vullo & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors: Inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with benzo[b]thiophene 1,1-dioxide sulfonamides. Bioorganic & Medicinal Chemistry Letters 15:21, pages 4872-4876.
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Luca Puccetti, Giuseppe Fasolis, Alessandro Cecchi, Jean-Yves Winum, Alessandro Gamberi, Jean-Louis Montero, Andrea Scozzafava & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating thioureido-sulfanilyl scaffolds. Bioorganic & Medicinal Chemistry Letters 15:9, pages 2359-2364.
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Anna Di Fiore, Giuseppina De Simone, Valeria Menchise, Carlo Pedone, Angela Casini, Andrea Scozzafava & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors: X-ray crystal structure of a benzenesulfonamide strong CA II and CA IX inhibitor bearing a pentafluorophenylaminothioureido tail in complex with isozyme II. Bioorganic & Medicinal Chemistry Letters 15:7, pages 1937-1942.
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Jean-Yves WinumJean-Michel DognéAngela CasiniXavier de LevalJean-Louis MonteroAndrea ScozzafavaDaniela VulloAlessio InnocentiClaudiu T. Supuran. (2004) Carbonic Anhydrase Inhibitors:  Synthesis and Inhibition of Cytosolic/Membrane-Associated Carbonic Anhydrase Isozymes I, II, and IX with Sulfonamides Incorporating Hydrazino Moieties. Journal of Medicinal Chemistry 48:6, pages 2121-2125.
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Jean‐Yves Winum, Andrea Scozzafava, Jean‐Louis Montero & Claudiu T. Supuran. (2004) Sulfamates and their therapeutic potential. Medicinal Research Reviews 25:2, pages 186-228.
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Daniela Vullo, Alessio Innocenti, Isao Nishimori, Jaromı́r Pastorek, Andrea Scozzafava, Silvia Pastoreková & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides—a new target for the design of antitumor and antiglaucoma drugs?. Bioorganic & Medicinal Chemistry Letters 15:4, pages 963-969.
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Hasan Turkmen, Mustafa Durgun, Serpil Yilmaztekin, Mahmut Emul, Alessio Innocenti, Daniela Vullo, Andrea Scozzafava & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors. Novel sulfanilamide/acetazolamide derivatives obtained by the tail approach and their interaction with the cytosolic isozymes I and II, and the tumor-associated isozyme IX. Bioorganic & Medicinal Chemistry Letters 15:2, pages 367-372.
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Jerapan Krungkrai, Andrea Scozzafava, Sutarnthip Reungprapavut, Sudaratana R. Krungkrai, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan & Claudiu T. Supuran. (2005) Carbonic anhydrase inhibitors. Inhibition of Plasmodium falciparum carbonic anhydrase with aromatic sulfonamides: towards antimalarials with a novel mechanism of action?. Bioorganic & Medicinal Chemistry 13:2, pages 483-489.
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Peter M. Fischer, David M. Glover & David P. Lane. (2004) Targeting the cell cycle. Drug Discovery Today: Therapeutic Strategies 1:4, pages 417-423.
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Sabrina Zimmerman, Alessio Innocenti, Angela Casini, James G. Ferry, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors. Inhibition of the prokariotic beta and gamma-class enzymes from Archaea with sulfonamides. Bioorganic & Medicinal Chemistry Letters 14:24, pages 6001-6006.
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Alessandro Cecchi, Jean-Yves Winum, Alessio Innocenti, Daniela Vullo, Jean-Louis Montero, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides derived from 4-isothiocyanato-benzolamide. Bioorganic & Medicinal Chemistry Letters 14:23, pages 5775-5780.
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Vladimir Garaj, Luca Puccetti, Giuseppe Fasolis, Jean-Yves Winum, Jean-Louis Montero, Andrea Scozzafava, Daniela Vullo, Alessio Innocenti & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating 1,2,4-triazine moieties. Bioorganic & Medicinal Chemistry Letters 14:21, pages 5427-5433.
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Alessio Innocenti, Jochen Antel, Michael Wurl, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: inhibition of human cytosolic isozyme II and mitochondrial isozyme V with a series of benzene sulfonamide derivatives. Bioorganic & Medicinal Chemistry Letters 14:22, pages 5703-5707.
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C R Ireson, S K Chander, A Purohit, D C Parish, L W L Woo, B V L Potter & M J Reed. (2004) Pharmacokinetics of the nonsteroidal steroid sulphatase inhibitor 667 COUMATE and its sequestration into red blood cells in rats. British Journal of Cancer 91:7, pages 1399-1404.
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Alessio Innocenti, Angela Casini, Maria C. Alcaro, Anna M. Papini, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic Anhydrase Inhibitors:  The First On-Resin Screening of a 4-Sulfamoylphenylthiourea Library. Journal of Medicinal Chemistry 47:21, pages 5224-5229.
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Mona Jaiswal, Padmakar V. Khadikar, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: the first QSAR study on inhibition of tumor-associated isoenzyme IX with aromatic and heterocyclic sulfonamides. Bioorganic & Medicinal Chemistry Letters 14:12, pages 3283-3290.
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Joseph. R. Casey, Patricio E. Morgan, Daniela Vullo, Andrea Scozzafava, Antonio Mastrolorenzo & Claudiu T. Supuran. (2004) Carbonic Anhydrase Inhibitors. Design of Selective, Membrane-Impermeant Inhibitors Targeting the Human Tumor-Associated Isozyme IX. Journal of Medicinal Chemistry 47:9, pages 2337-2347.
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Silvia Pastorekova, Angela Casini, Andrea Scozzafava, Daniela Vullo, Jaromir Pastorek & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: The first selective, membrane-impermeant inhibitors targeting the tumor-associated isozyme IX. Bioorganic & Medicinal Chemistry Letters 14:4, pages 869-873.
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Francesco Abbate, Anita Coetzee, Angela Casini, Samuele Ciattini, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: X-ray crystallographic structure of the adduct of human isozyme II with the antipsychotic drug sulpiride. Bioorganic & Medicinal Chemistry Letters 14:2, pages 337-341.
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Francesco Abbate, Angela Casini, Takashi Owa, Andrea Scozzafava & Claudiu T. Supuran. (2004) Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX. Bioorganic & Medicinal Chemistry Letters 14:1, pages 217-223.
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