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  • Chemistry  (2)
  • Metabolism  (1)
  • Zetidoline  (1)
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  • 1
    Digitale Medien
    Digitale Medien
    Metabolic fate of zetidoline, a new neuroleptic agent, in man (1985)
    Springer
    Naunyn-Schmiedeberg's archives of pharmacology 328 (1985), S. 341-347 
    Details
    ISSN: 1432-1912
    Schlagwort(e): Zetidoline ; Neuroleptic ; Metabolism ; Man
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Medizin
    Notizen: Summary Healthy volunteers administered orally a single dose (20 mg) of [2-14C]zetidoline, a new dopamine antagonist, exhibited rapid absorption of radioactivity with peak plasma levels of 250–300 ng/ml achieved in 1 h. The compound underwent intensive metabolic first-pass so that plasma radioactivity was represented mostly by two products, metabolite B endowed with neuroleptic activity, and metabolite D inactive, while unchanged zetidoline was not detected. Disappearance of radioactivity from plasma was rapid with a half-life of 1.78±0.20 h. The simultaneous assay of plasma prolactin showed increased levels of the hormone (+464% at the peak time) up to the 6th h after dosing, with plasma concentration profile which mimic those of metabolite B. The radioactive test-dose was eliminated mainly via the kidneys with an average urinary recovery of 84.7±1.7% in 4 days (73.4±1.1% within 8 h). The main urinary metabolite (metabolite G) and two minor ones (metabolites B and D) were purified and their structures assigned by IR, MS and NMR spectroscopy, they are: 1-(3-chloro-4-hydroxyphenyl)-3[2-(3,3-dimethyl-1-azetidinyl)ethyl]imidazolidin-2-one, metabolite B; 1-[2-(3,3-dimethyl-1-azetidinyl)ethyl]imidazolidin-2-one, metabolite D and the 4′-O-sulphate ester of metabolite B, metabolite G. The metabolic fate of zetidoline in man follows the same phase I reactions demonstrated in rats and dogs, while the phase II reaction is sulphoconjugation instead of the glucuronidation observed in animals.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF00515564
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  • 2
    Digitale Medien
    Digitale Medien
    Electron impact ionization and fast atom bombardment mass spectrometry of some 3,3-dimethyl-1-(isoxazol-3-yl)triazenes, a new class of potential anticancer agents (1995)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 30 (1995), S. 1567-1573 
    Details
    ISSN: 1076-5174
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: A series of 3,3-dimethyl-1-(isoxazol-3-yl)triazenes, potential anticancer agents, were studied by electron impact (EI) ionization and fast atom bombardment mass spectrometry. Their behaviour was compared with that of dacarbazine, 5-(3,3-dimethyl-1-triazenyl)-(1H)-imidazole-4-carboxamide, which is employed in the treatment of several neoplastic conditions. An interesting EI-generated decomposition pathway was observed, consisting in the primary formation of [NH2CH3]+ cations, involved in the metabolic pathway of triazenes, as the alkylating agent responsible for the anticancer properties of the drug. A higher thermodynamic stability of the examined compounds than decarbazine was observed, which reasonably reflects the higher chemical stability.
    Zusätzliches Material: 3 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jms.1190301108
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  • 3
    Digitale Medien
    Digitale Medien
    Positive-ion mass spectra and collision-induced dissociation of some 2,3-didehydro amino acids (1990)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 25 (1990), S. 540-549 
    Details
    ISSN: 0030-493X
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The positive-ion mass spectra of a number of didehydro amino acids, ionized by electron impact and/or thermospray, and collision-induced dissociation spectra taken at collision energies of a few electron volts and keV have been performed on multiple quadrupole and reversed geometry sector instruments. Observed differences in the mass spectra and in the fragmentation patterns are explained in terms of different isomeric structures, different internal excitation energies and different ion transit times between the ion source and the collision cell. Molecular ions of unhydrated amino acids are efficiently formed both by electron impact and thermospray, whilst molecular ions of the hydrated compounds are formed more efficiently by the latter technique. The present investigation demonstrates that the use of different ionization techniques combined with mass spectrometry/mass spectrometry measurements at different collision energies yields a wealth of information relevant to structural characterization of this important class of molecules.
    Zusätzliches Material: 7 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/oms.1210251010
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