Metabolism of a novel hypnotic, N3-phenacyluridine, and hypnotic and sedative activities of its enantiomer metabolites in mouse

@article{Kimura2000MetabolismOA,
  title={Metabolism of a novel hypnotic, N3-phenacyluridine, and hypnotic and sedative activities of its enantiomer metabolites in mouse},
  author={T. Kimura and M. Miki and K. Watanabe and S. Kondo and I. Ho and I. Yamamoto},
  journal={Xenobiotica},
  year={2000},
  volume={30},
  pages={643 - 653}
}
  • T. Kimura, M. Miki, +3 authors I. Yamamoto
  • Published 2000
  • Chemistry, Medicine
  • Xenobiotica
    • 1. The metabolism of N3-phenacyluridine (3-phenacyl-1- beta-D-ribofuranosyluracil), a potent hypnotic nucleoside derivative, was studied in mouse. 2. Of the radioactivity, 65% was excreted in urine within 48 h after intraperitoneal (i.p.) administration of [3H] N3-phenacyluridine. The urinary metabolites N3-phenacyluracil and N3-alpha-hydroxy-beta-phenethyluridine were extracted, isolated and analyzed by mass spectrometry. 3. Racemates of N3-alpha-hydroxy-beta-phenethyluridine were synthesized… CONTINUE READING
    View on Taylor & Francis
    ncbi.nlm.nih.gov
    8 Citations
    8 Citations
    Citation Type

    Citation Type

    Possible Existence of a Novel Receptor for Uridine Analogues in the Central Nervous System Using Two Isomers, N3-(S)-(+)- and N3-(R)-(−)-α-Hydroxy-β-phenethyluridines
    • 10
    Structural modifications of UMP, UDP, and UTP leading to subtype-selective agonists for P2Y2, P2Y4, and P2Y6 receptors.
    • 40
    • PDF
    Structural modifications of UMP, UDP, and UTP leading to subtype-selective agonists for P2Y2, P2Y4, and P2Y6 receptors.
    • 40
    • PDF
    Uridine receptor: discovery and its involvement in sleep mechanism.
    • 48
    • PDF
    The synthesis of new acyclic analogs of 3-phenacyluridine and comparative evaluation of their in vivo biological activity
    New Hypnotic Drug Development and Pharmacologic Considerations for Clinical Anesthesia.
    • 7
    Synthesis of 5-arylpyrrolo[1,2-c]pyrimidin-1(2H)-ones
    • 3
    3-phenacyluridine-derived hypnotics: Anthology, structure-activity relationships and synthesis of several acyclonucleoside analogues

    References

    SHOWING 1-10 OF 40 REFERENCES
    N3-phenacyluridine, a novel hypnotic compound, interacts with the benzodiazepine receptor.
    • 17
    Species differences in metabolism of sodium 2-[4-(2-oxocyclopentylmethyl)-phenyl]propionate dihydrate (loxoprofen sodium), a new anti-inflammatory agent.
    • 30
    N-substituted oxopyrimidines and nucleosides: structure-activity relationship for hypnotic activity as central nervous system depressant.
    • 24
    In vivo and in vitro metabolic studies of N3-benzyluridine which exhibits hypnotic activity in mice.
    • 6
    Preparation and pharmacological evaluation of N3-substituted thymidine derivatives as central depressants.
    • 10
    The nature of the metabolites of acetohexamide in the rat and in the human.
    • 60
    • Highly Influential
    Central depressant effects of N3-substituted 6-azauridines in mice.
    • 13
    Effects of natural pyrimidines and of certain related compounds on the spontaneous activity of the mouse.
    • 26
    Gas-chromatographic resolution of enantiomeric secondary alcohols. Stereoselective reductive metabolism of ketones in rabbit-liver cytosol.
    • 16
    Hypnotic activity of N3-benzylthymidine on mice.
    • 8