Synthesis and pharmacological activity of thiohexital enantiomers.

  title={Synthesis and pharmacological activity of thiohexital enantiomers.},
  author={F. Carroll and A. Philip and D. M. Naylor and H. Christensen and W. C. Goad},
  journal={Journal of medicinal chemistry},
  volume={24 10},
  • F. Carroll, A. Philip, +2 authors W. C. Goad
  • Published 1981
  • Chemistry, Medicine
  • Journal of medicinal chemistry
  • (S)-(+)- and (R)-(-)-5-Allyl-5-(1-methyl-2-pentynyl)-2-thiobarbituric acid (1, thiohexital) were prepared. The anesthetic activity (loss of righting reflex) and acute toxicity of the optically pure enantiomers of 1 were compared to the racemic isomer in mice. The S(+) isomer was found to be more potent as an anesthetic agent than the R(-) or RS(+/-) isomers. The therapeutic index was 2.5, 2.4, and 3.2 for the RS(+/-), R(-), and S(+) isomers, respectively. There were no significant differences… CONTINUE READING
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