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Thiamphenicol, Thermo Scientific Chemicals

Catalog No. AAJ6357506
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The methyl-sulfonyl analogue of chloramphenicol

Thiamphenicol is 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. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Thiamphenicol is 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. Its main advantage over chloramphenicol is that it has never been associated with aplastic anaemia.

Solubility
Soluble in acetonitrile or DMF. Slightly soluble in water

Notes
Research Use only: Not intended for animal or human diagnostic or therapeutic use.

Chemical Identifiers

CAS

15318-45-3

Molecular Formula

C12H15Cl2NO5S

Molecular Weight (g/mol)

356.214

MDL Number

MFCD00467983

InChI Key

OTVAEFIXJLOWRX-NXEZZACHSA-N

Synonym

thiamphenicol, thiophenicol, thiamcol, +-thiamphenicol, raceophenidol, thiocymetin, dextrosulphenidol, thiamphenicolum, d-thiocymetin, d-thiophenicol

PubChem CID

27200

ChEBI

CHEBI:32215

IUPAC Name

2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide

SMILES

CS(=O)(=O)C1=CC=C(C=C1)C(C(CO)NC(=O)C(Cl)Cl)O

Specifications

Color

White to Yellow

Quantity

5 g

Beilstein

2819542

Merck Index

14,9301

Solubility Information

Soluble in acetonitrile or DMF; Slightly soluble in water

Formula Weight

356.22

Physical Form

Powder

Chemical Name or Material

Thiamphenicol

EINECSNumber

239-355-3

RTECSNumber

AB6680000

TSCA

No

Recommended Storage

Ambient temperatures

RUO – Research Use Only

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