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  • 1
    Electronic Resource
    Electronic Resource
    Synthesis and NMR study of norbornane/norbornene-fused tetracyclic azetidinones
    Amsterdam : Elsevier
    Tetrahedron 41 (1985), S. 1721-1732 
    Details
    ISSN: 0040-4020
    Source: Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://linkinghub.elsevier.com/retrieve/pii/S0040-4020(01)96486-5
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  • 2
    Electronic Resource
    Electronic Resource
    Preparation and steric structure of 3(2H)-pyridazinones and 1,2-oxazin-6-ones fused with three- to six-membered saturated carbocycles or norbornane skeleton (1994)
    Springer
    Monatshefte für Chemie 125 (1994), S. 933-944 
    Details
    ISSN: 1434-4475
    Keywords: Cycloalkanes ; Heterocycles ; Friedel-Crafts acylation ; Isomerization ; Methyloctahydro-anthracen-9-ones ; Reduction ; LAH/AlCl3
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die Reaktion voncis-2-(4-methylbenzoyl)-cyclopropan-(1) und-cyclobutancarbonsäuren (2), der stereoisomeren cyclohexyl-Homologen (3 und4) und von di-endo-3-(4-methylbenzoyl)-bicyclo[2.2.1]heptan-2-carbonsäure (5) mit Hydrazinen ergibt die cycloalkankondensierten 3(2H)-Pyridazinone6–9 und das methylenüberbrückte di-endo-Derivat10. Die Verbindungen1 und3–5 wurden mit Hydroxylamin zu den cycloalkan- und norbornankondensierten 1,2-Oxazin-6-onen11–14 umgesetzt.3–6 reagierten zumtrans-Hexahydroanthron17a und seinem methylenüberbrückten Analogen24. Die teilweise gesättigten Anthrone wurden auch aus den stereoisomeren Hexahydro-1(3H)-isobenzofuranonen20 und21 hergestellt (16b und17b), wobei der Methylsubstituent jedoch in Position 6 lokalisiert ist. Reduktion von16b ergab das 2-Methyloctahydroanthracen22. Die Strukturen der Verbindungen wurden durch NMR-Spektroskopie abgesichert (1H,13C, DEPT, CH-COSY, NOE).
    Notes: Summary Reactions ofcis-2-(4-methylbenzoyl)-cyclopropane- (1) and-cyclobutanecarboxylic acids (2), the stereoisomeric cyclohexyl homologues (3 and4), and di-endo-3-(4-methylbenzoyl)-bi-cyclo-[2.2.1]heptane-2-carboxylic acid (5) with hydrazines yield the cycloalkane-condensed (3(2H)-pyridazinones6–9 and the norbornane di-endo-fused derivatives10. With hydroxylamine, compounds1 and3–5 were transformed to the cycloalkane- and norbornane-condensed 1,2-oxazin-6-ones11–14. Transformation of3–5 led to thetrans-hexahydroanthrone17a and its methylene-bridged analogue24. From the stereoisomeric hexahydro-1(3H)-isobenzofuranones20 and21, the partly saturated anthrones were also prepared; the products (16b and17b) contain the methyl substituent in position 6. On reduction,16b yield the 2-methyloctahydroanthracene22. The structures of the compounds were proved by1H and13C NMR spectroscopy, making use of NOE, DEPT, and CH-COSY techniques.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00812708
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  • 3
    Electronic Resource
    Electronic Resource
    Comparative bioanalytical study of3H-deramciclane in dog plasma, using a gas chromatography-nitrogen-selective detection (GC-NPD), a new GC-radiochemical detection (GC-RD) and a liquid scintillation method (1998)
    Springer
    Chromatographia 48 (1998), S. 133-139 
    Details
    ISSN: 1612-1112
    Keywords: 3H-Deramciclane ; 3H-N-desmetil deramciclane metabolite ; Gas chromatography-nitrogen-selectiv detection (GC-NPD) ; Gas chromatography-radiochemical detection (GC-RD) ; Liquid scintillation counting (LSC)
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A new, highly sensitive and selective gas chromatography method, using radiochemical detection (GC-DR) was developed for the selective determination of3H-labelled deramciclane and its N-desmethyl metabolite in dog plasma. Inter-day accuracy and precision, as well as system suitability of the GC-RD method was investigated during the method validation. The calibration curve was proved to be linear (r=0.9986) in a wide concentration range (13–1000 ngeqv mL−1) The lower limit of quantitation (LLOQ) was 13.7 ngeqv mL−1, and the limit of the detection (LOD) was 1 ngeqv mL−1. Using this new GC-RD method, plasma levels of3H-labelled deramciclane and its metabolite were determined in dogs, after the administration of a single 10 mg kg−1 oral dose. Pharmacokinetic curves and the calculated pharmacokinetic parameters were compared to those obtained using a previously elaborated gas chromatography-nitrogen selective detection method (GC-NPD) and to those obtained by measuring the plasma level of total radioactivity (liquid scintillation counting, LSC). Pharmacokinetic curves and the calculated pharmacokinetic parameters obtained with the two different gas chromatography detection methods (NPD and RD) showed good correlation. Comparison of these results to those acquired by total radioactivity measurement demonstrated that deramciclane was intensively metabolised. Moreover, the biological half-life (t 1 2/β ) of the unknown metabolites proved to be more than a magnitude longer than the half-life of the parent compound or that of N-desmethyl metabolite.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02467529
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  • 4
    Electronic Resource
    Electronic Resource
    A new validated high-performance liquid chromatographic method for the determination of EGIS-9933 in rat plasma (1998)
    Springer
    Chromatographia 48 (1998), S. 158-162 
    Details
    ISSN: 1612-1112
    Keywords: Column liquid chromatography ; EGIS-9933 ; Solid phase extraction ; Rat plasma
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A new highly sensitive high-performance liquid chromatographic (HPLC) procedure for determination of EGIS-9933 (a newly developed anxiolytic compound) in rat plasma is described. A gradient, elution method with UV detection at 270 nm has been developed using a mobile phase of a mixture of A: methanol:acetonitrile 1:9 and B:0.5% triethilamine in water, the pH of B was adjusted to 3 with phosphoric acid. Solid phase extraction (SPE) was used for the sample preparation. The calibration was linear in the 10–10000 ng mL−1 concentration range. The limit of quantification was 10 ng mL−1. The bioanalytical method was validated according to internationally accepted criteria for biological samples.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02467535
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