Thiamphenicol
Also called Thiophenicol, Thiocymetin, Dextrosulphenidol
Part of the metabolic pathway of Thiamphenicol. See the timeline on the metabolic highway.
Overview
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.[1]
Thiamphenicol is also widely used in Brazil, particularly for the treatment of sexually transmitted infections such as pelvic inflammatory disease.[3] WP
Unlike chloramphenicol, thiamphenicol is not readily metabolized in cattle, poultry, sheep, or humans, but is predominantly excreted unchanged. In pigs and rats the drug is excreted both as parent drug and as thiamphenicol glucuronate.[2] WP
Thiamphenicol can be administered as a part of a complex molecule, Thiamphenicol glycinate acetylcysteine.[4] WP
Chemistry
- Formula
- C12H15Cl2NO5S PC
- CAS number
- 15318-45-3 PC
- Molar mass (g/mol)
- 356.2 PC
- IUPAC name (computed by PubChem)
- 2,
2- PCdichloro- N- [(1R, 2R) - 1, 3- dihydroxy- 1- (4- methylsulfonylphenyl) propan- 2- yl] acetamide - SMILES
- CS(=O)
(=O) PCC1=CC=C(C=C1) [C@H] ([C@@H] (CO) NC(=O) C(Cl) Cl) O - InChIKey
- OTVAEFIXJLOWRX-
NXEZZACHSA- PCN - PubChem CID
- 27200
Harm reduction information
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Sources
- Journal / agency Fisch A, Bryskier A. Antimicrobial Agents. 2005. doi:10.1128/9781555815929.ch33
- Other Francis PG. Residues of some veterinary drugs in animals and foods. FAO Food and Nutrition Paper (41/9). 1997
- Other Fuchs FD. Farmacologia clínica: fundamentos da terapêutica racional. 2004
- Journal / agency Serra A, Schito GC, Nicoletti G, Fadda G. A therapeutic approach in the treatment of infections of the upper airways: thiamphenicol glycinate acetylcysteinate in sequential treatment (systemic-inhalatory route). International Journal of Immunopathology and Pharmacology. 2007. doi:10.1177/039463200702000319 · PMID 17880774
Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.