102516-57-4Relevant articles and documents
Synthesis of Mercapturic Acids Related to the Metabolism of Halothane
Sachdev, Krishna G.,Cohen, Ellis N.,Cheung, H. T. Andrew,Chau, Dieu D.
, p. 2868 - 2883 (2007/10/02)
Mercapturic acid derivatives corresponding to possible or actual metabolites of the anaesthetic halothane (2-bromo-2-chloro-1,1,1-trifluoroethane) were synthesized by the reaction of N-acetyl-L-cysteine with 2-bromo-2-chloro-1,1-difluoroethene, 2-chloro-1,1-difluoroethene, and 2-bromo-1,1-difluoroethene.Saturated conjugates of the type RSCF2CHXY were formed by nucleophilic addition of the thiolate anion when the reaction was carried out in aqueous methanol containing sodium hydroxide.Unsaturated conjugates of the type RSCF=CHX, corresponding to displacement of fluorine, were the major products from the latter two alkenes under anhydrous aprotic conditions using N,N-dimethylformamide and triethylamine.Structure assignments of the conjugates are based mainly on 1H and 13C n.m.r. data.