CH₃CH₃

Levamisole

Chemistry

26 atoms · Conformer computed and published by PubChem.
Formula
C11H12N2S
Molar mass
204.29 g/mol
IUPAC name
(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
InChIKey
HLFSDGLLUJUHTE-SNVBAGLBSA-N

Chemistry from PubChem CID 26879.

Also known as

  • 14769-73-4
  • Levamisol
  • Ketrax
  • L-Tetramisole
  • Lepuron
  • LEVOMYSOL
  • Wormicid
  • (S)-(-)-Levamisole

Stereoisomers

2 distinct stereoisomers are registered for this structure.

Attribution

  • Paul Janssen — first synthesis, 1966

    Careful attribution: Janssen's team made the RACEMATE, tetramisole (code R 8299), reported in Nature and J Med Chem in 1966 with Janssen as senior author. Levamisole is the levorotatory enantiomer, and the resolution of dl-tetramisole was published in 1968 by Bullock, Hand and Waletzky at American Cyanamid (https://pubmed.ncbi.nlm.nih.gov/5637168/). So the scaffold and the anthelmintic discovery are Janssen's lab; the single-enantiomer drug as such is not cleanly his. Its presence on this site is as a cocaine adulterant, which has nothing to do with either group.

    source

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