Ethoxzolamide

• CAT Number: R043157
• CAS Number: 452-35-7
• Molecular Formula: C₉H₁₀N₂O₃S₂
• Molecular Weight: 258.32
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C9H10N2O3S2/c1-2-14-6-3-4-7-8(5-6)15-9(11-7)16(10,12)13/h3-5H,2H2,1H3,(H2,10,12,13)
• InChIKey: OUZWUKMCLIBBOG-UHFFFAOYSA-N
• SMILES: O=S(C1=NC2=CC=C(OCC)C=C2S1)(N)=O

Ethoxzolamide is a sulfonamide medication that functions as a carbonic anhydrase inhibitor. It is used in the treatment of glaucoma and duodenal ulcers, and as a diuretic. It may also be used in the treatment of some forms of epilepsy.

Reference

1:Fluorinated benzenesulfonamide anticancer inhibitors of carbonic anhydrase IX exhibit lower toxic effects on zebrafish embryonic development than ethoxzolamide. Kazokaitė J, Aspatwar A, Kairys V, Parkkila S, Matulis D.Drug Chem Toxicol. 2017 Jul;40(3):309-319. doi: 10.1080/01480545.2016.1223095. Epub 2016 Sep 6. PMID: 27600313 2:The Carbonic Anhydrase Inhibitor Ethoxzolamide Inhibits the Mycobacterium tuberculosis PhoPR Regulon and Esx-1 Secretion and Attenuates Virulence. Johnson BK, Colvin CJ, Needle DB, Mba Medie F, Champion PA, Abramovitch RB.Antimicrob Agents Chemother. 2015 Aug;59(8):4436-45. doi: 10.1128/AAC.00719-15. Epub 2015 May 18. PMID: 25987613 Free PMC Article3:Development and validation of an UPLC-MS/MS method for the quantification of ethoxzolamide in blood, brain tissue, and bioequivalent buffers: applications to absorption, brain distribution, and pharmacokinetic studies. Gao S, Zhao J, Yin T, Ma Y, Xu B, Moore AN, Dash PK, Hu M.J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Apr 1;986-987:54-9. doi: 10.1016/j.jchromb.2015.01.034. Epub 2015 Feb 7. PMID: 25706567 Free PMC Article4:Intrinsic thermodynamics of trifluoromethanesulfonamide and ethoxzolamide binding to human carbonic anhydrase VII. Pilipuitytė V, Matulis D.J Mol Recognit. 2015 Mar;28(3):166-72. doi: 10.1002/jmr.2404. Epub 2015 Feb 3. PMID: 25652363 5:Poly-(cyclo)dextrins as ethoxzolamide carriers in ophthalmic solutions and in contact lenses. García-Fernández MJ, Tabary N, Martel B, Cazaux F, Oliva A, Taboada P, Concheiro A, Alvarez-Lorenzo C.Carbohydr Polym. 2013 Nov 6;98(2):1343-52. doi: 10.1016/j.carbpol.2013.08.003. Epub 2013 Aug 6. PMID: 24053812 6:Intrinsic thermodynamics of ethoxzolamide inhibitor binding to human carbonic anhydrase XIII. Baranauskienė L, Matulis D.BMC Biophys. 2012 Jun 7;5:12. doi: 10.1186/2046-1682-5-12. PMID: 22676044 Free PMC Article7:Single and mixed poloxamine micelles as nanocarriers for solubilization and sustained release of ethoxzolamide for topical glaucoma therapy. Ribeiro A, Sosnik A, Chiappetta DA, Veiga F, Concheiro A, Alvarez-Lorenzo C.J R Soc Interface. 2012 Sep 7;9(74):2059-69. doi: 10.1098/rsif.2012.0102. Epub 2012 Apr 4. PMID: 22491977 Free PMC Article8:Measurement of nanomolar dissociation constants by titration calorimetry and thermal shift assay – radicicol binding to Hsp90 and ethoxzolamide binding to CAII. Zubriene A, Matuliene J, Baranauskiene L, Jachno J, Torresan J, Michailoviene V, Cimmperman P, Matulis D.Int J Mol Sci. 2009 Jun 10;10(6):2662-80. doi: 10.3390/ijms10062662. PMID: 19582223 Free PMC Article9:Carbonic anhydrase inhibitors: the X-ray crystal structure of ethoxzolamide complexed to human isoform II reveals the importance of thr200 and gln92 for obtaining tight-binding inhibitors. Di Fiore A, Pedone C, Antel J, Waldeck H, Witte A, Wurl M, Scozzafava A, Supuran CT, De Simone G.Bioorg Med Chem Lett. 2008 Apr 15;18(8):2669-74. doi: 10.1016/j.bmcl.2008.03.023. Epub 2008 Mar 18. PMID: 18359629 10:Relations among IOP reduction, ocular disposition and pharmacology of the carbonic anhydrase inhibitor ethoxzolamide. Maren TH, Brechue WF, Bar-Ilan A.Exp Eye Res. 1992 Jul;55(1):73-9. PMID: 1397133