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Weight356.227 g/mol
FormulaC12H15Cl2NO5S
Hydrogen Acceptors5
Hydrogen Donors3
Aromatic Rings1
Rotatable Bonds6

thiamphenicol (15318-45-3, 847-25-6)

Thiophenicol  ·  Dextrosulfenidol  ·  Thiomycetin

Score: #428 in Microbiology , #1447 in Biochemistry , #3426 in Biology , #4278 in Chemistry
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Alternate Names

  • Thiophenicol
  • Dextrosulfenidol
  • Thiomycetin
  • Vicemycetin
  • Thiamcol
  • Raceophenidol
  • Urfamycin
  • SMILES
    CS(=O)(=O)C1=CC=C(C=C1)C(C(CO)NC(=O)C(Cl)Cl)O
  • InChIKey
    OTVAEFIXJLOWRX-UHFFFAOYSA-N

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Synthesis

DICHLOROACETYL CHLORIDE  +  AMINODIOL (Schotten-Baumann amide from acid)
Reactant  +  4-Chlorophenyl methyl sulfone (Grignard alcohol)
METHYL PHENYL SULFONE  +  Reactant (Friedel-Crafts alkylation)
2,2-Dichloroacetamide  +  Reactant (Alkylation of primary amines)
Synthesis of thiamphenicol ›

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