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thiamphenicol

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Also known as D-(+)-threo-2,2-Dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamide, (+)-Thiamphenicol, Armai (TN), Thiocymetin (TN), dextrosulphenidol

Thiamphenicol (also known as thiophenicol and dextrosulphenidol) is an antibiotic. It is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Like chloramphenicol, it is insoluble in water, but highly soluble in lipids. It is used in many countries as a veterinary antibiotic, but is available in China, Taiwan, Brazil, Morocco, and Italy for use in humans. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia.

Wikidata facts

Mass
355.005
Show 5 more facts
chemical formula
C₁₂H₁₅Cl₂NO₅S
canonical SMILES
CS(=O)(=O)C1=CC=C(C=C1)C(C(CO)NC(=O)C(Cl)Cl)O
isomeric SMILES
CS(=O)(=O)C1=CC=C(C=C1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl
NCI Thesaurus ID
C61969
Commons category
Thiamphenicol
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{{Drugbox | Verifiedfields = changed | verifiedrevid = 470606287 | IUPAC_name = 2,2-dichloro-N-{(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl}acetamide | image = Thiamphenicol.svg | image_class = skin-invert-image | width = 214 | image2 = Thiamphenicol_sf.gif | image_class2 = bg-transparent

| tradename = Urfamycin | Drugs.com = | pregnancy_category = | legal_status = | routes_of_administration = IV, IM, oral

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