T0261
Thiamphenicol
别名:
Raceophenidol, Thiophenicol, D-threo-2,2-Dichloro-N-(β-hydroxy-α-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide
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关于此项目
经验公式（希尔记法）:
C12H15Cl2NO5S
化学文摘社编号:
分子量:
356.22
UNSPSC Code:
51284303
NACRES:
NA.85
PubChem Substance ID:
EC Number:
239-355-3
Beilstein/REAXYS Number:
2819542
MDL number:
InChI key
OTVAEFIXJLOWRX-NXEZZACHSA-N
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
SMILES string
CS(=O)(=O)c1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl
form
powder
color
white to off-white
solubility
ethanol: soluble 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
mode of action
protein synthesis | interferes
Quality Level
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Application
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.
Biochem/physiol Actions
Thiamphenicol inhibits mitochondrial protein synthesis of proteins such as cytochrome c oxidase.
General description
Chemical structure: phenicole
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
Packaging
1G,5G,25G
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
涉药品监管产品
此项目有
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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