2671-99-0Relevant academic research and scientific papers
Direct gaschromatographic separation of drug racemates
Schleuder,Duerrbeck,Jira
, p. 381 - 386 (2007/10/03)
For inspection of the direct separability of synthetic drug racemates through GC/MS a uniform scheme is proposed and checked with 35 drugs and two cyclodextrin capillary columns. All investigated analytes vaporized without decomposition, 26 of them are separable in the enantiomers, among them 10 with separation to the baseline and 14 with CO-NH-structure.
Synthesis of N-β-D-glucopyranosyluronate derivatives of barbital, phenobarbital, metharbital, and mephobarbital
Neighbors, Suzanne M.,Soine, William H.,Paibir, Sheela G.
, p. 259 - 272 (2007/10/02)
The synthesis and characterization of barbital, phenobarbital, metharbital, and mephobarbital glucouonides, is reported.The condensation of per(trimethylsilyl)-barbital and -phenobarbital with methyl 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronate in the presence of trimethylsilyl trifluoromethanesulfonate gave moderate yields of the N1-(β-D-glucopyranosyluronate) barbiturate derivatives.The diastereomers of the phenobarbital derivatives were resolved by use of C18 reversed-phase HPLC.The homologous N3-methyl barbiturate N1-glucuronates were prepared by reaction of the barbital and phenobarbital N1-glucuronate derivatives with diazomethane.The absolute configuration of the phenobarbital N1-β-D-glucopyranuronate epimers was determined by oxidative removal of the glycon from the mephobarbital N1-β-D-glucopyranuronate epimers to give the optical isomers of mephobarbital.The spectroscopic data for this series of compounds will facilitate the characterization of N-glycosylated imide xenobiotics that may be detected as mammalian metabolites in biodisposition studies. Keywords: D-glucopyranosyluronate derivatives; Glucuronides; Barbiturates; Synthesis
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