関: thiamphenicol aminoacetate hydrochloride

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/04/05 14:37:10」(JST)

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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, Morocco and Italy for use in humans. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia.

Thiamphenicol is also widely used in Brazil, particularly for the treatment of sexually transmitted infections and pelvic inflammatory disease.^[1]

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 (FAO, 1997).

References

^ Fuchs FD (2004). "Tetraciclinas e cloranfenicol". In Fuchs FD, Wannmacher L, Ferreira MB (eds.). Farmacologia clínica: fundamentos da terapêutica racional (in Portuguese) (3rd ed.). Rio de Janeiro: Guanabara Koogan. p. 375. ISBN 0-7216-5944-6.

External links

FAO Food and Nutrition Papers Overview at World Health Organization - Food and Agriculture Organization (1997).
Raymond J, Boutros N, Bergeret M (2004). "Role of thiamphenicol in the treatment of community-acquired lung infections". Med Trop (Mars) 64 (1): 33–8. PMID 15224555.
Marchese A, Debbia E, Tonoli E, Gualco L, Schito A (2002). "In vitro activity of thiamphenicol against multiresistant Streptococcus pneumoniae, Haemophilus influenzae and Staphylococcus aureus in Italy.". J Chemother 14 (6): 554–61. PMID 12583545.

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English Journal

Approaches for the simultaneous detection of thiamphenicol, florfenicol and florfenicol amine using immunochemical techniques.

Fodey TL, George SE, Traynor IM, Delahaut P, Kennedy DG, Elliott CT, Crooks SR.SourceAgri-Food and Biosciences Institute, Veterinary Sciences Division, Stoney Road, Belfast BT4 3SD, UK. Electronic address: terence.fodey@afbini.gov.uk.
Journal of immunological methods.J Immunol Methods.2013 Jul 31;393(1-2):30-7. doi: 10.1016/j.jim.2013.04.003. Epub 2013 Apr 13.
Thiamphenicol and florfenicol are antibacterial agents permitted for use as veterinary drugs in animals used for food production. However, as the EU has established maximum residue limits for both and the metabolite florfenicol amine, there is a requirement to monitor animal food products for their
PMID 23587555

Pharmacokinetics and Tissue Distribution of Thiamphenicol and Florfenicol in Pacific White Shrimp Litopenaeus vannamei in Freshwater following Oral Administration.

Fang W, Li G, Zhou S, Li X, Hu L, Zhou J.Sourcea East China Sea Fisheries Research Institute , Chinese Academy of Fishery Sciences, Key Laboratory of Marine and Estuarine Fisheries Resources and Ecology, Ministry of Agriculture , 300 Jungong Road , Shanghai , 200090 , China.
Journal of aquatic animal health.J Aquat Anim Health.2013 Jun;25(2):83-9. doi: 10.1080/08997659.2012.754799.
Abstract This study evaluated the pharmacokinetic disposition of thiamphenicol (THA) and florfenicol (FLR) after oral administration of each at a single dose of 10 mg/kg body weight in Pacific white shrimp Litopenaeus vannamei held in freshwater at 25.0 ± 1.0°C. The THA and FLR concentrations in
PMID 23480025

Pharmaceuticals in Tap Water: Human Health Risk Assessment and Proposed Monitoring Framework in China.

Leung HW, Jin L, Wei S, Tsui MP, Zhou B, Jiao L, Cheung PC, Chun YK, Murphy MB, Lam KS.SourceState Key Laboratory in Marine Pollution and Department of Biology and Chemistry, City University of Hong Kong, Hong Kong SAR, China.
Environmental health perspectives.Environ Health Perspect.2013 May 10. [Epub ahead of print]
BACKGROUND: Pharmaceuticals are known to contaminate tap water worldwide, but the relevant human-health risks have not been assessed in China.OBJECTIVES: We monitored 32 pharmaceuticals in Chinese tap water and evaluated the life-long human-health risks of exposure to provide information for future
PMID 23665928

Japanese Journal

Simultaneous determination of thiamphenicol, florfenicol and florfenicol amine in swine muscle by liquid chromatography-tandem mass spectrometry with immunoaffinity chromatography clean-up

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(2), 207-212, 2010-01-15
NAID 10028031461

Antimicrobial Susceptibilities of Four Species of Mycoplasma Isolated in 2008 and 2009 from Cattle in Japan

Journal of Veterinary Medical Science 72(12), 1661-1663, 2010
NAID 130000307701

Determination of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine in poultry and porcine muscle and liver by gas chromatography-negative chemical ionization mass spectrometry

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 877(14), 1523-1529, 2009-05-15
NAID 10028017809

「チアンフェニコール」

Thiamphenicol
Systematic (IUPAC) name
	2,2-dichloro-N-{(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl}acetamide
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy; category	?;
Routes of; administration	IV, IM, oral
Legal status	none;
Pharmacokinetic data
Bioavailability	?
Metabolism	hepatic
Biological half-life	5.0 hours
Excretion	renal
Identifiers
CAS Number	15318-45-3
ATC code	J01BA02 (WHO) QJ51BA02
PubChem	CID 27200
DrugBank	DB08621
ChemSpider	25315
UNII	FLQ7571NPM
KEGG	D01407
ChEBI	CHEBI:32215
ChEMBL	CHEMBL1236282
Chemical data
Formula	C12H15Cl2NO5S
Molar mass	356.223 g/mol
	SMILES ClC(Cl)C(=O)N[C@@H]([C@H](O)c1ccc(cc1)S(=O)(=O)C)CO ;
	InChI InChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1 ; Key:OTVAEFIXJLOWRX-NXEZZACHSA-N ;
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