[Barbituric acid derivatives. 38. Enantio-specific synthesis for enantiomers of barbiturates with a basic side chain on nitrogen].
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Biomedical subjects
Publications and source records attributed to J Knabe.
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A stereospecific synthesis of N1-(2H3)-labelled R(-)-hexobarbital is described. A sensitive and rapid selected ion monitoring assay procedure for pseudoracemic hexobarbital, consisting of equal amounts of S(+)-hexobarbital (1a) and (2H3)-R(-)-hexobarbital (1b) in 100 microliters blood samples of rats was developed. Both the parent enantiomers in blood and three major metabolites excreted in urine were quantified. An application of the method in rats is described, and the results are compared to previously obtained data of separately administered enantiomers.
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Optically active N-alkylated barbiturates are synthesized from disubstituted cyanoacetates. The configuration of the synthesized compounds is determined by chemical and chiroptical procedures and by X-ray analysis. In animals the barbiturates show a different anesthetic activity, in some cases the CNS activity is opposed, one enantiomer is anesthetically active, the other is a convulsive agent. In their pharmacokinetic behaviour the enantiomers show remarkable differences.
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