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Merck

T0261

Sigma-Aldrich

Thiamphenicol

Sinónimos:

Raceophenidol, Thiophenicol, D-threo-2,2-Dichloro-N-(β-hydroxy-α-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide

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About This Item

Fórmula empírica (notación de Hill):
C12H15Cl2NO5S
Número de CAS:
Peso molecular:
356.22
Beilstein:
2819542
Número CE:
Número MDL:
Código UNSPSC:
51284303
ID de la sustancia en PubChem:
NACRES:
NA.85

Formulario

powder

Nivel de calidad

color

white to off-white

solubilidad

ethanol: soluble 50 mg/mL

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

Modo de acción

protein synthesis | interferes

cadena SMILES

CS(=O)(=O)c1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl

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

Clave InChI

OTVAEFIXJLOWRX-NXEZZACHSA-N

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Descripción general

Chemical structure: phenicole

Aplicación

Thiamphenicol is an antibiotic that has been used to treat chancroid in men and uncomplicated gonorrhea. It is used in studies of bacterial protein synthesis at the level of peptidyl transferase activity associated with the 23S rRNA of the 50S ribosomal subunit. It is used to study chloraniphenicol-thiamphenicol-resistance and the use of fluorinated analogs when resistance is encountered.

Acciones bioquímicas o fisiológicas

Thiamphenicol inhibits mitochondrial protein synthesis of proteins such as cytochrome c oxidase.

Envase

1G,5G,25G

Otras notas

Keep container tightly closed in a dry and well-ventilated place.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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A S Latif
The British journal of venereal diseases, 58(1), 54-55 (1982-02-01)
Thiamphenicol was used to treat 547 men with chancroid. An oral dose of 2.5g was given on the first day and a further dose of 1.25g a week later if the lesions had not healed. Eighty-seven (15.9%) patients defaulted from
Yang Liu et al.
Antimicrobial agents and chemotherapy, 56(3), 1650-1654 (2011-12-29)
The multiresistance gene cfr was identified for the first time in an Enterococcus faecalis isolate of animal origin. The 32,388-bp plasmid pEF-01, which carried the cfr gene, was sequenced completely. Three copies of the insertion sequence IS1216 were identified in
Kevin S Lang et al.
Applied and environmental microbiology, 78(9), 3379-3386 (2012-02-22)
The multidrug resistance-encoding plasmids belonging to the IncA/C incompatibility group have recently emerged among Escherichia coli and Salmonella enterica strains in the United States. These plasmids have a unique genetic structure compared to other enterobacterial plasmid types, a broad host
Yang Wang et al.
The Journal of antimicrobial chemotherapy, 67(8), 1824-1827 (2012-05-12)
To investigate the presence and the genetic environment of the multiresistance gene cfr in Jeotgalicoccus pinnipedialis and Macrococcus caseolyticus from pigs. A total of 391 bacterial isolates with florfenicol MICs ≥16 mg/L were obtained from nasal swabs of 557 individual
D R Rezende et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 29(4), 559-570 (2012-01-14)
A validated method based on European and Brazilian legislation is reported. It is applicable to the simultaneous determination of chloramphenicol (CAP) and florfenicol (FF) by LC-MS/MS in liquid milk, milk powder and bovine muscle. The chromatographic analysis is completed in

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