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Thiamphenicol

SIGMA/T0261

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

CAS Number: 15318-45-3
Empirical Formula (Hill Notation): C12H15Cl2NO5S
Molecular Weight: 356.22
EC Number: 239-355-3
MDL Number: MFCD00467983
Linear Formula: C12H15Cl2NO5S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T0261-1G 1 g
$70.50
1/EA
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45-T0261-5G 5 g
$204.00
1/EA
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45-T0261-25G 25 g
$774.00
1/EA
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
color white to off-white
form powder
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
InChI key OTVAEFIXJLOWRX-NXEZZACHSA-N
mode of action protein synthesis | interferes
Quality Level 100 
SMILES string CS(=O)(=O)c1ccc(cc1)[C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl
solubility ethanol: soluble 50 mg/mL
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
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) Not applicable
Flash Point(C) Not applicable
UNSPSC 51101500

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