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T0261 Sigma-Aldrich

Thiamphenicol

Synonym: 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

  •  Beilstein/REAXYS Number 2819542

  •  EC Number 239-355-3

  •  MDL number MFCD00467983

  •  PubChem Substance ID 24899874

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antibiotics by Mechanism of Action,
InChI Key   OTVAEFIXJLOWRX-NXEZZACHSA-N
form   powder
color   white to off-white
solubility   ethanol: soluble 50 mg/mL
Mode of action   protein synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria

Description

General description

Chemical structure: phenicole

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.

Packaging

1G,5G,25G

Other Notes

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

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
2
RTECS 
AB6680000

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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