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  • 1995-1999  (1)
  • 1990-1994  (1)
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  • 1
    Electronic Resource
    Electronic Resource
    Conformation of two 1-benzenesulphonyl-2-oxo-5-alkylthiopyrrolidine cognition activators (1991)
    Springer
    Journal of chemical crystallography 21 (1991), S. 567-574 
    Details
    ISSN: 1572-8854
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geosciences , Physics
    Notes: Abstract The molecular structures of the cognition activators (±)1-benzenesulphonyl-2-oxo-5-ethylthiopyrrolidine (1) and (±)1-benzenesulphonyl-2-oxo-5-isopropylthiopyrrolidine (2) were determined by means of X-ray diffraction and semi-empirical quantum mechanical methods. The conformational properties of the compounds, in the solid state andin vacuo (free molecule), were compared with those of the corresponding oxygenated derivatives bearing, in position 5, ethoxy and isopropyloxy substituents, respectively. The molecular arrangements of (1) and (2) in the solid state are similar, with the exception of the side chain on C(5), and they are retained alsoin vacuo. Both present an “envelope” conformation of the five-membered ring, and the relative positions of the five- and six-membered rings look similar and parallel those of their oxygenated parents. Fromin vacuo calculations another low-energy arrangement seems to be possible, and a detailed examination of the side-chain freedom in (1) and (2) gives more insight in the conformational properties of the compounds.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01161078
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Identification of the metabolites of MX/2/120 in the guinea-pig by high-performance liquid chromatography/thermospray tandem mass spectrometry (1995)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 30 (1995), S. 365-374 
    Details
    ISSN: 1076-5174
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The metabolism of MX/2/120, a new xanthine derivative endowed with potent and long-lasting antibronchospastic activity, was investigated in guinea-pig urine, plasma and bile after intravenous administration of 12.5 mg kg-1 by high-performance liquid chromatography/tandem mass spectrometry with thermospray ionization. Following a first series of collisionally activated neutral losses and parent ion scan experiments performed on urine samples, potential quasi-molecular ions of possible metabolites were identified, which were then analysed by collisionally activated fragment ion scans. A side-chain carboxylated, a side-chain hydroxylated and a xanthine-ring demethylated metabolite, along with the unmodified drug, were identified. In urine, MX/2/120 and its hydroxylated metabolite were also present as glucuronic acid conjugates. In plasma and bile, only the unmodified drug was found. The structures of the identified metabolites were then confirmed by comparison with the authentic compounds prepared by synthesis.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jms.1190300220
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    Paper (German National Licenses)
    Fulltext
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