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Arsthinol Systematic name N-{2-Hydroxy-5-[4-(hydroxymethyl)-1,3,2-dithiarsolan-2-yl]phenyl}acetamide Identifiers CAS number 119-96-0 Y PubChem 8414 ChemSpider 8107 Y EC number 204-361-7 KEGG D07356 ATC code P01AR01,P51AD01 Jmol-3D images Image 1 Image 2 SMILES CC(=O)NC1=C(O)C=CC(=C1)[As]1SCC(CO)S1 O=C(Nc2cc([As]1SCC(S1)CO)ccc2O)C InChI InChI=1S/C11H14AsNO3S2/c1-7(15)13-10-4-8(2-3-11(10)16)12-17-6-9(5-14)18-12/h2-4,9,14,16H,5-6H2,1H3,(H,13,15) Y Key: MRUDSZSRLQAPOG-UHFFFAOYSA-N Y InChI=1/C11H14AsNO3S2/c1-7(15)13-10-4-8(2-3-11(10)16)12-17-6-9(5-14)18-12/h2-4,9,14,16H,5-6H2,1H3,(H,13,15) Key: MRUDSZSRLQAPOG-UHFFFAOYAP Properties Molecular formula C11H14AsNO3S2 Molar mass 347.29 g mol−1 Exact mass 346.963106116 g mol-1 Pharmacology Routes of administration Oral Metabolism 89 % Hepatic[1] Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references Arsthinol (INN) is an antiprotozoal agent. It was synthesized for the first time in 1949 by Ernst A.H. Friedheim by complexation of acetarsol with 2,3-dimercaptopropanol (British anti-Lewisite)[2] and has been demonstrated to be effective against amoebiasis and yaws. It was marketed few years latter by Endo Products (Balarsen, Tablets, 0.1 g)[3]. Among trivalent organoarsenicals, arthinol was considered as very well tolerated [4]. In 2006 it was studied for its antileukemic activity [5]. References ^ Cristau B, Chabas ME, Placidi M. (1975) Voies et cinétiques d'excrétion de l'arsenic chez le Cobaye après injection de divers médicaments organo-arséniés. Ann Pharm Fr 33: 577-89 ^ Friedheim EAH. (1949) A Five Day Peroral Treatment of Yaws with STB, a New Trivalent Arsenical. Am J Trop Med Hyg s1-29: 185 ^ Anonyme. (1953) New and nonofficial remedies; arsthinol. J Am Med Assoc 152: 531 ^ Brown CH, Gebhart WF, Reich A. (1956) Intestinal amebiasis: incidence, symptoms, and treatment with arsthinol (Balarsen). JAMA 160: 360-363 ^ Gibaud S, Alfonsi R, Mutzenhardt P et al. (2006) (2-Phenyl-[1, 3, 2] dithiarsolan-4-yl)-methanol derivatives show in vitro antileukemic activity. J Organomet Chem 691: 1081-1084 v · d · eAntiparasitics – antiprotozoal agents – agents against amoebozoa/amebicide (P01) Entamoeba Tissue amebicides Nitroimidazole derivatives Metronidazole# • Tinidazole • Ornidazole • Nimorazole • Secnidazole • Azanidazole • Propenidazole Other isoquinoline (Emetine/Dehydroemetine) Luminal amebicides Hydroxyquinoline derivatives Cl (Chlorquinaldol) • Br (Tilbroquinol, Broxyquinoline) • I (Diiodohydroxyquinoline) • I,Cl (Clioquinol) related: Chiniofon Dichloroacetamide derivatives Diloxanide# • Clefamide • Etofamide • Teclozan Aminoglycoside Paromomycin Other/ungrouped arsenic (Arsthinol, Difetarsone, Glycobiarsol) • phenanthroline (Phanquinone) • aminoacridine (Mepacrine) • quinazoline (Trimetrexate) • thiazole (Tenonitrozole) • sesquiterpene (Fumagillin) Acanthamoeba Propamidine • Chlorhexidine #WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III M: PRO ambz, excv, chrm (strc) ambz, excv, chrm ambz, excv, chrm This antiinfective drug article is a stub. You can help Wikipedia by expanding it.v · d · e