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chloramphenicol
Weight323.132 g/mol
FormulaC11H12Cl2N2O5
Hydrogen Acceptors5
Hydrogen Donors3
Aromatic Rings1
Rotatable Bonds6

chloramphenicol (56-75-7, 2787-09-9)

Chloromycetin  ·  Ophthochlor  ·  Cloranfenicol

Score: #102 in Biochemistry , #444 in Biology , #462 in Chemistry
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Areas of Application

Safety

  • H303: May be harmful if swallowed
    Warning Acute toxicity, oral - Category 5
  • H350: May cause cancer
    Danger Carcinogenicity - Category 1A, 1B
  • H372: Causes damage to organs through prolonged or repeated exposure
    Danger Specific target organ toxicity, repeated exposure - Category 1

Trends

Alternate Names

  • Chloromycetin
  • Ophthochlor
  • Cloranfenicol
  • Levomycetin
  • Detreomycin
  • Syntomycin
  • Kloramfenikol
  • Chlorocid
  • Chlornitromycin
  • SMILES
    C1=CC(=CC=C1C(C(CO)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
  • InChIKey
    WIIZWVCIJKGZOK-UHFFFAOYSA-N

External Links

Synthesis

DICHLOROACETYL CHLORIDE  +  716-61-0 (Schotten-Baumann amide from acid)
Reactant  +  4-Chloronitrobenzene (Grignard alcohol)
NITROBENZENE  +  Reactant (Friedel-Crafts alkylation)
2,2-Dichloroacetamide  +  Reactant (Alkylation of primary amines)
Synthesis of chloramphenicol ›

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