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Sulfonamides

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Definition: A group of compounds that contain the structure SO2NH2. Members of this group, also known as sulfa drugs, are derivatives of sulfanilamide, which competitively inhibit folic acid synthesis in microorganisms, and are bacteriostatic. They have been largely supplanted by more effective and less toxic antibiotics. (From Dorland, 28th ed)     
Examples Benzolamide; Bumetanide; Chloramines; Chlorthalidone; Clopamide; Dichlorphenamide; Ethoxzolamide; Indapamide; Mafenide; Mefruside; Metolazone; Probenecid; Sulfanilamides; Sulfasalazine; Sumatriptan; Xipamide 		Other names Mixtures, Sulfonamide; Sulfonamide Mixtures
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
asunaprevir  0   *Isoquinolines *Sulfonamides. Hepatology. 2012 Mar;55(3):742-8.
Azarga  0   *Sulfonamides *Thiazines *Timolol Drug Combinations Antihypertensive Agents Glaucoma/drug therapy. Oftalmologia. 2011;55(3):38-46
N-(1-(4-((4-chloro-2-((2-fluorophenyl)sulfonyl)phenyl)sulfonyl)phenyl)ethyl)methanesulfonamide  0   *Sulfonamides *Sulfones Receptor, Cannabinoid, CB2/antagonists & inhibitors. Proc Natl Acad Sci U S A. 2012 Feb 28;109(9):3534-9.
4-(N-(4-cyclohexylbenzyl)-2-(N,2,4,6-tetramethylphenylsulfonamido)acetamido)-2-hydroxybenzoic acid  0   *Aminosalicylic Acids *Sulfonamides. J Med Chem. 2012 Feb 9;55(3):1047-55.
PF-5212372  0   *Phenylpropionates *Sulfonamides Phospholipases A2/antagonists & inhibitors. J Pharmacol Exp Ther. 2012 Mar;340(3):656-65.
N-(cyclopropylsulfonyl)-1-((2,5-difluorophenyl)methyl)-3-(1,2-dihydro-2-oxo-3-pyridinyl)-6-fluoro-5-(methyl)-1H-indole-2-carboxamide  0   *Indoles *Sulfonamides. J Med Chem. 2012 Jan 26;55(2):754-65.
CR2408  0   *Pyrroles *Sulfonamides Antineoplastic Agents. Br J Haematol. 2012 Mar;156(5):633-42
N-benzyl-2,4-dinitrobenzenesulfonamide  0   *Sulfonamides. J Med Chem. 2012 Jan 12;55(1):553-7.
AMG 009  0   *Phenylacetates *Sulfonamides. AAPS PharmSciTech. 2011 Dec;12(4):1157-62.
N1-(3-3-((phenylsulphonyl)amino)phenyl-1H-5-pyrazolyl)-4-(4-methylpiperazino) benzamide  0   *Benzamides *Sulfonamides. Br J Cancer. 2012 Jan 31;106(3):475-81.
N-(4-(N-(3-methoxypyrazin-2-yl)sulfamoyl)phenyl)-3-(5-nitrothiophene-2-yl)acrylamide  0   *Acrylamides *Sulfonamides. Cell. 2012 Jan 20;148(1-2):213-27.
N-((3-(3-9H-purin-6-yl)pyridin-2-ylamino)-2,4-difluorophenyl)furan-3-sulfonamide  0   *Purines *Sulfonamides. Biochem Biophys Res Commun. 2012 Jan 13;417(2):857-63.
PG1-E7 compound  0   *Sulfonamides Leucine/*analogs & derivatives. PLoS One. 2011;6(10):e26135.
(E)-N-carbamimidoyl-4-((3,4-dimethoxybenzylidene)amino)benzenesulfonamide  0   *Benzylidene Compounds *Sulfonamides. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Dec 15;84(1):156-63
3-(5-cyano-4-(4-methyl-2-(methylamino)thiazol-5-yl)pyrimidin-2-ylamino)benzenesulfonamide  0   *Sulfonamides Antineoplastic Agents. Int J Cancer. 2012 Mar 1;130(5):1216-26
4-bromo-N-(5-ethyl-5H-pyrido(4,3-b)indol-8-yl)benzenesulfonamide  0   *Sulfonamides Antineoplastic Agents. Biosci Biotechnol Biochem. 2011;75(9):1826-8
N'-(3-chlorophenylsulfonyl)-N-ethyl-4,4-dimethyl-4,5-dihydro-1H-pyrazole-1-carboxamidine  0   *Pyrazoles *Sulfonamides. J Med Chem. 2011 Oct 27;54(20):7030-54.
SB 656933  0   *Phenylurea Compounds *Sulfonamides Receptors, Interleukin-8B/antagonists & inhibitors. Br J Clin Pharmacol. 2011 Aug;72(2):282-93.
PF 04217329  0   *Acetates *Sulfonamides Receptors, Prostaglandin E, EP2 Subtype/agonists. Exp Eye Res. 2011 Sep;93(3):256-64.
CP 544326  0   *Acetic Acids *Sulfonamides Receptors, Prostaglandin E, EP2 Subtype/agonists. Exp Eye Res. 2011 Sep;93(3):256-64.
N,N-dicyclohexyl-isoborneol-10-sulfonamide  0   *Bornanes *Sulfonamides. Invest New Drugs. 2011 Oct;29(5):846-52.
CMP Y compound  0   *Guanidines *Sulfonamides Serotonin Antagonists. Neurobiol Learn Mem. 2011 Sep;96(2):392-402.
CMP X compound  0   *Guanidines *Sulfonamides Serotonin Antagonists. Neurobiol Learn Mem. 2011 Sep;96(2):392-402.
N1-(3-(5-(2-methyl-6-(4-methylpiperazino)-4-pyrimidinyl)amino-1H-3-pyrazolyl)phenyl)-1-benzenesulfonamide  0   *Pyrazoles *Sulfonamides. Bioorg Med Chem. 2011 Jul 15;19(14):4173-82.
N-cyano-N-phenyl-para-toluenesulfonamide  0   *Nitriles *Sulfonamides Toluene/*analogs & derivatives. Org Lett. 2011 Oct 21;13(20):5608-11
4-(4-((glucopyranosyl)thiomethyl)-5-iodo-1-H-1,2,3-triazol-1-yl)benzenesulfonamide  0   *Glucosides *Sulfonamides Carbonic Anhydrase Inhibitors. J Med Chem. 2011 Oct 13;54(19):6905-18.
4-(4-((2',3',4',6'-tetra-O-acetylglucopyranosyl)thiomethyl)-5-iodo-1-H-1,2,3-triazol-1-yl)benzenesulfonamide  0   *Glucosides *Sulfonamides Carbonic Anhydrase Inhibitors. J Med Chem. 2011 Oct 13;54(19):6905-18.
2-methyl-N-((2'-(pyrrolidin-1-ylsulfonyl)biphenyl-4-yl)methyl)propan-1-amine  0   *Biphenyl Compounds *Sulfonamides Receptors, Opioid, kappa/antagonists & inhibitors. J Med Chem. 2011 Aug 25;54(16):5868-77.
(E)-4-((anthracen-9-ylmethylene)amino)-N-carbamimidoylbenzene sulfonamide  0   *Anthracenes *Sulfonamides. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1584-92
N1-benzenesulfonyl-3-(4-chloro-1-methyl-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole  0   *Indoles *Sulfonamides Ligands. Bioorg Med Chem Lett 2011 Aug 1;21(15):4577-80
N-(3-(1H-indol-4-yl)-5-(2-methoxyisonicotinoyl)phenyl)methanesulfonamide  0   *Isonicotinic Acids *Sulfonamides. J Med Chem 2011 Jan 13;54(1):179-200
N-(2-(2-(4-(4-(2-hydroxypropyl)piperazin-1-yl)-2-methoxyphenylamino)pyrrolo(2,1-f)(1,2,4)triazin-7-yl)phenyl)-N-methylmethanesulfonamide  0   *Sulfonamides *Bicyclo Compounds, Heterocyclic. J Med Chem 2011 Sep 22;54(18):6328-41
2-hydroxynaphthalene(dodecylo)-6-sulfonamide  0   *Naphthalenes *Sulfonamides. J Phys Chem B. 2011 Jun 30;115(25):8078-87
4-(4-(toluene-4-sulfonyl)-2,3,4,5-tetrahydrobenzo(f)(1,4)oxazepin-3-ylmethyl)phenol  0   *Oxazepines *Sulfonamides Receptor, IGF Type 1/antagonists & inhibitors. Mol Cell Endocrinol 2011 May 16;338(1-2):68-78
N-4,4-dimethyl-2-thioxo-1,4-dihydro-2H-3,1-benzoxazin-6-ylthiophene-2-sulfonamide  0   *Sulfonamides *Benzoxazines Receptors, Mineralocorticoid/antagonists & inhibitors. J Pharmacol Sci 2011;115(3):346-53
N-(4-acetylphenyl)benzenesulfonamide  0   *Sulfonamides. Acta Crystallogr C. 2011 Jul;67(Pt 7):o226-9
SR 3335  0   *Sulfonamides *Thiophenes. ACS Chem Biol 2011 Mar 18;6(3):218-22
2-(4-fluorophenylsulfonyl)-3-(1-(3-nitrophenylsulfonyl)-1H-pyrrol-2-yl)acrylonitrile  0   *Sulfonamides Acrylonitrile/*analogs & derivatives. J Med Chem 2011 Jul 28;54(14):5229-36
2,4-difluoro-N-(2-(methyloxy)-5-(4-(4-pyridazinyl)-6-quinolinyl)-3-pyridinyl)benzenesulfonamide  0   *Quinolines *Sulfonamides Phosphatidylinositol 3-Kinases/antagonists & inhibitors. Cancer Biol Ther 2011 Jun 1;11(11):938-46
N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)methanesulfonamide  0   *Sulfonamides *Thiazoles. J Med Chem 2011 Jul 14;54(13):4923-7
4-bromo-N-(1-(2,4-difluoro-phenyl)ethyl)-2-(quinoxaline-5-sulfonylamino)benzamide  0   *Quinoxalines *Sulfonamides Receptor, Cholecystokinin B/antagonists & inhibitors. J Pharmacol Exp Ther 2011 Jul;338(1):328-36
4-(((2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)methylamino)methyl)-N-(phenyl)benzenesulfonamide  0   *Sulfonamides *Triazoles. ChemMedChem. 2011 May 2;6(5):816-25
SC-62807  0   *Pyrazoles *Sulfonamides. Bioorg Med Chem. 2011 May 1;19(9):2997-3004
2-(3,4-dimethoxybenzenesulfonylamino)-4-(3-nitrophenyl)-5-(piperidin-1-yl)methylthiazole  0   *Sulfonamides *Thiazoles. Cell 2011 Jun 10;145(6):863-74
cyclohexanecarboxylic acid (3-(2,5-dimethylbenzyloxy)-4-(methanesulfonylmethylamino)phenyl)amide  0   *Cyclohexanecarboxylic Acids *Sulfonamides Cyclooxygenase 2 Inhibitors. J Steroid Biochem Mol Biol 2011 Aug;126(1-2):10-8
CID1340132  0   *Indoles *Sulfonamides. J Biomol Screen. 2011 Apr;16(4):383-93
N-(2-cyclohex-2'-enyl-2,2-diphenylethyl)-p-toluenesulfonamide  0   *Sulfonamides Toluene/*analogs & derivatives. Chemistry. 2011 May 23;17(22):6170-8
2-(4-cyanophenyl)-N-(1-(1-(N,1-diphenylmethylsulfonamido)propan-2-yl)piperidin-4-yl)acetamide  0   *Sulfonamides *Benzeneacetamides Receptors, CCR5/agonists. J Pharmacol Exp Ther 2011 Jun;337(3):655-62
3-methyl-2-(4-(3-p-tolyl(1,2,4)oxadiazol-5-yl)benzenesulfonylamino)butyric acid  0   *Oxadiazoles *Sulfonamides Matrix Metalloproteinase 2/antagonists & inhibitors Matrix Metalloproteinase 9/antagonists & inhibitors Matrix Metalloproteinase 12/antagonists & inhibitors. Endocr J 2011;58(2):101-7
1,2-bis(methylsulfonyl)-1-methyl-2-((1-(4-nitrophenyl)ethoxy)carbonyl)hydrazine  0   *Hydrazines *Sulfonamides. Biochem Pharmacol 2011 May 15;81(10):1201-10
4-(3-(4-methylphenyl)-4-cyano-1H-pyrazol-1-yl)benzenesulfonamide  0   *Pyrazoles *Sulfonamides Cyclooxygenase 2 Inhibitors. Basic Clin Pharmacol Toxicol 2011 Apr;108(4):263-73
CH 5132799  0   *Pyrimidines *Sulfonamides Class I Phosphatidylinositol 3-Kinases/antagonists & inhibitors. Bioorg Med Chem Lett 2011 Mar 15;21(6):1767-72
ethyl 4-(benzyloxy)-3-((3-(4-methoxytetrahydro-2H-pyran-4-yl)phenyl)methylsulfonamido)benzoate  0   *Benzoates *Sulfonamides Lipoxygenase Inhibitors Cyclooxygenase Inhibitors Cyclooxygenase 1 Cyclooxygenase 2 Inhibitors. Bioorg Med Chem 2011 Mar 15;19(6):2074-83
SR1001  0   *Sulfonamides *Thiazoles. Nature. 2011 Apr 28;472(7344):491-4
N-(6-(6-chloro-5-(4-fluorophenylsulfonamido)pyridin-3-yl)benzo(d)thiazol-2-yl)acetamide  0   *Sulfonamides *Benzothiazoles. J Med Chem 2011 Mar 24;54(6):1789-811
N-aryl-(4-methoxy-1H-benzo(d)imidazol)-7-sulfonamide  0   *Stilbenes *Sulfonamides. J Asian Nat Prod Res. 2011 Apr;13(4):330-40
1-methyl-3-octylimidazolium bis(trifluoromethanesulfonyl)amide  0   *Sulfonamides. Anal Sci. 2010;26(11):1203-6
6-chloro-N-(3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)imidazo(2,1-b)thiazole-5-sulfonamide  0   *Indoles *Sulfonamides *Thiazoles. Psychopharmacology (Berl). 2011 Feb;213(2-3):413-30
N-(2-iodoinden-1-yl)arenesulfonamide  0   *Hydrocarbons, Iodinated *Sulfonamides. Org Lett. 2011 Mar 4;13(5):1024-7
aplexone  0   *Sulfonamides. Development 2011 Mar;138(6):1173-81
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