thiamphenicol
Sign in to saveAlso 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.
Research
1,624 papers- Chloramphenicol and thiamphenicol.Antibiotics and chemotherapy · 1982
- [Chloramphenicol and thiamphenicol].La Clinica terapeutica · 1978
- In vitro activity of thiamphenicol against drug-susceptible and drug-resistant strains of Mycoplasma genitalium.The Journal of antimicrobial chemotherapy · 2025
- Failure of thiamphenicol in a penicillin-allergic patient with Listeria meningoencephalitis--delayed cure following penicillin desensitization.Intensive care medicine · 1992
- Pharmacokinetics of florfenicol and thiamphenicol in ducks.Journal of veterinary pharmacology and therapeutics · 2019
via PubMed
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
via Wikidata · CC0
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Article
2 sectionsContents
- References
- Further reading
{{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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