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  • 1
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Sila-Pharmaca, XIX. Sila-Pridinol and Pridinol: Preparation and Properties as well as Structures in the Solid State and in SolutionSila-pridinol (2b), a sila-analogue of the anticholinergic pridinol (2a), was prepared by two different routes. The crystal and molecular structures of 2a and 2b were determined by X-ray structural analyses. 2a forms intramolecular hydrogen bonds in the solid state, whereas centrosymmetric cyclic dimers linked through intermolecular hydrogen bonds are observed for crystalline 2b. IR- and 1H NMR spectroscopic as well as cryoscopic studies yielded information about the structures of 2a and 2b in different solvents.  -  The pharmacological and toxicological properties of 2a and 2b were compared with one another on the basis of known structure-activity relationships. The anticholinergic properties of 2b were found to be about five times as strong as those of 2a.
    Notes: Sila-Pridinol (2b), ein Sila-Analogon des Anticholinergicums Pridinol (2a), wurde auf zwei verschiedenen Wegen dargestellt. Die Kristall- und Molekülstrukturen von 2a und 2b wurden rönt-genstrukturanalytisch bestimmt. 2a bildet im festen Zustand intramolekulare Wasserstoffbrückenbindungen aus, während sich in kristallinem 2b zentrosymmetrische, durch intermolekulare H-Brückenbindungen verknüpfte cyclische Dimere finden. IR- und 1H-NMR-spektroskopische sowie kryoskopische Untersuchungen ergaben Informationen über die Strukturen von 2a und 2b in verschiedenen Lösungsmitteln.  -  Die pharmakologischen und toxikologischen Eigenschaften von 2a und 2b wurden unter dem Gesichtspunkt bekannter Struktur-Wirkungs-Beziehungen vergleichend untersucht. 2b erwies sich als ein etwa fünfmal so starkes Anticholinergicum wie 2a.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 623 (1997), S. 79-83 
    ISSN: 0044-2313
    Keywords: Crystal structure ; synthesis ; ammine complexes ; fluoride ; zirconium ; hafnium ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Crystal Structure of the Fluoride-Ammine Complexes Zr(NH3)F4 and Hf(NH3)F4Colourless, easily cleavable single crystals of Zr(NH3)F4 and Hf(NH3)F4 without special shape are obtained by oxidation of zirconium and hafnium metal powder with NH4HF2 (molar ratio 1 : 2) in sealed Monel ampoules at reaction temperatures of 380-450°C. The two fluorideammine complexes crystallize isotypically in the triclinic space group P1 (no. 2) with a = 601.4(1)/597.8(8) pm [Zr(NH3F4)/Hf(NH3)F4], b = 802.8(2)/800.6(12) pm, c = 862.3(2)/860.8(8) pm, α = 106.39(1)/106.19(10)°, β = 104.25(1)/104.51(9)°, γ = 106.83(1)/106.69(11)°, Z = 4. Bicapped trigonal prisms [M(NH3)F7] are connected via edges and corners to form corrugated layers that are held together by hydrogen bonding.
    Notes: Farblose, leicht spaltbare Einkristalle von Zr(NH3)F4 und Hf(NH3)F4 ohne ausgeprägten Habitus erhält man durch Oxidation von Zirconium- bzw. Hafnium-Metallpulver mit NH4HF2 (molares Verhältnis 1:2) in verschweißten Monelampullen bei Reaktionstemperaturen von 380-450°C. Die beiden Ammoniakate kristallisieren isotyp in der triklinen Raumgruppe P1 (Nr. 2) mit a = 601,4(1)/597,8(8) pm [Zr(NH3)F4/Hf(NH3)F4], b = 802,8(2)/800,6(I2) pm, c = 862,3(2)/860,8(8) pm, α = 106,39(1)/106,19(10)°, β = 104,25(1)/104,51(9)°, γ = 106,83(1)/106,69(11)°, Z = 4. Es liegen zweifach bekappte trigonale Prismen [M(NH3)F7] (M = Zr, Hf) vor, die über gemeinsame Kanten und Ecken zu gewellten Schichten verknüpft sind, die ihrerseits über Wasserstoffbrückenbindungen zusammengehalten werden.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 387-395 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Sila-Pharmaca, 22 Organophosphates with Anticholinesterase Activity and their Sila-AnaloguesThe organophosphates 1a-4a and their sila-analogues 1b-4b of the type R1R2P(O)-(p-OC6H4ElMe3) (El = C, Si) were synthesized. With regard to their anticholinesterase activity, the carbon compounds 1a-4a exhibit the same structure-activity relationships as the silicon compounds 1b-4b. The latter are more activ than the corresponding C-analogues.
    Notes: Die Organophosphorsäureester 1a-4a und ihre Sila-Analoga 1b-4b des Typs R1R2P(O)-(p-OC6H4ElMe3) (El = C, Si) wurden synthetisiert. Die Kohlenstoff-Verbindungen 1a-4a zeigen hinsichtlich ihrer Anticholinesterase-Aktivität die gleichen Struktur-Wirkungs-Beziehungen wie die Silicium-Verbindungen 1b-4b. Letztere sind jeweils wirksamer als die entsprechenden C-Analoga.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Sila-Pharmaca, 30. - (2-Aminoethyl)cycloalkylphenylsilanols: Bioisosteric C/Si Exchange in Parasympatholylics of the Trihexyphenidyl, Cycrimine, and Procyclidine TypeThe synthesis of the (2-aminoethyl)cycloakylphenylsilanols 5b (sila-trihexyphenidyl), 6b (Sila-cycrimine), 7b (sila-procyclidine), and 8b is described. Starting with CI2(C6H5)SiCh—CH2(9), 5b-8b were obtained by five reaction steps with a total yield of 32-40%. The C/Si pairs 5a,b-8a,b, were tested for antimuscarinic activity on the isolated guinea-pig ileum. The increase of affinity of the muscarinic receptor caused by sila-substitution of 5a-8a is less marked than in the case of the structurally related C/Si 1a,b-4a,b.
    Notes: Die Synthese der (2-Aminoethyl)cycloalkylphenylsilanole 5b (Sila-Trihexyphenidyl), 6b (Sila-Cycrimin), 7b (Sila-Procyclidin) und 8b wird beschrieben. 5b-8b wurden - ausgehend von Ci2(C?6H5)SiCCCCH—CH2 (9) - durch eine fünfstufige Reaktionsfolge mit einer Gesamtausbeute von 32-40% erhalten. Am isolierten Ileum des Meerschweinchens wurden die C/Si-Paare 5a,b-8a,b vergleichend auf ihre antimuskarinische Aktivität geprüft. Die durch die Sila-Substitution von 5a-8b erreichte Zunahme der Affinität zum Muskarinrezeptor ist deutlich weniger ausgeprägt als bei den strukturverwandten C/Si-Paaren 1a,b-4a,b.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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