TY  - JOUR
A1  - Tacke, Reinhold
A1  - Wagner, S. A.
A1  - Brakmann, S.
A1  - Wuttke, F.
A1  - Eilert, U.
A1  - Fischer, L.
A1  - Syldatk, C.
T1  - Synthesis of acetyldimethyl(phenyl)silane and its enantioselective conversion into (R)-(1-hydroxyethyl)dimethyl(phenyl)silane by plant cell suspension culytures of Symphytum officinale L. and Ruta graveolens L.
N2  - Starting from chlorodimethyl(phenyl)silane (3), acetyldimethyl(phenyl)silane (l) was prepared by a two-step synthesis in a total yield of 90% [PhMe\(_2\)SiCl (3)-> PhMe\(_2\)SiCCOMe)=CH\(_2\) (4)-> PhMe\(_2\)SiC(O)Me (1)]. The prochiral acetylsilane 1 was transfonned enantioselectively into (R)-(1-hydroxyethyl)dimethyl(phenyl)silane [(R)-2] using plant cell Suspension cultures of Symphytum officinale L. or Ruta graveolens L. Under preparative conditions (300-mg scale, not optimized), (R)-2 was isolated in 15% (Symphytum) and 9% yield (Ruta), respectively. The enantiomeric purities of the products were 81% ee (Syrnphytum) and 60% ee (Ruta), respectively.
KW  - Anorganische Chemie
Y1  - 1993
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-64299
ER  - 
TY  - JOUR
A1  - Steiling, L.
A1  - Tacke, Reinhold
A1  - Wannagat, U.
T1  - Diphenyl(3-piperidinopropyl)silanol, ein Sila-Analogon des Difenidols
T1  - Dipbenyl(3-piperidinopropyl)silanol, a Sila-Analogue of Difenidol
N2  - Diphenyl(3-piperidinopropyl)silanol (6b), ein Sila-Analogon des Arzneimittels Difenidol (6a), und dessen Methoiodid 7 wurden erstmals gemäß Schema 1 synthetisiert. - Die pharmakologischen und toxikologischen Eigenschaften der Analoga 6a und 6b wurden vergleichend untersucht.
N2  - Diphenyl(3-piperidinopropyl)silanol (6b), a sila-analogue of the drug difenidol (6a), and its methoiodide 7 were synthesized for the firsttime according to scheme 1. - The pharmacological and toxicological properties of the analogues 6a and 6b were investigated comparatively.
KW  - Anorganische Chemie
Y1  - 1979
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63618
ER  - 
TY  - JOUR
A1  - Ackermann, J.
A1  - Tacke, Reinhold
A1  - Wannagat, U.
A1  - Koke, U.
A1  - Meyer, F.
T1  - Derivate des 1-(4-Chlorphenyl)silacyclohexans mit 3-(Diethylamino)propyl- und 2-(Diethylamino)ethyl-Gruppierungen
T1  - Derivatives of 1-(4-Chlorophenyl)silacyclobexane with 3-(Diethylamino)propyl- and 2-(Diethylamino)etbyl Groups
N2  - Die Darstellung der Verbindungen 3a (sowie 3b) und 10, die sich vom 1-(4-Chlorphenyl)-1-(2~ diethylaminoethoxy)silacyclohexan (Sila-Chlorphencyclan, II a) ableiten, wird beschrieben. Die Verbindung 3 b wurde pharmakologisch und toxikologisch untersucht. Die biologischen Eigen· schaften von 3b wurden mit denen von Ila (sowie Chlorphencyclan) und seinem Hydrochiarid Ilb verglichen.
N2  - The preparation of the compounds 3a (and 3b) and 10, which derive from 1-(4-chlorophenyl)-1· (2-diethylaminoethoxy)silacyclohexane (sila-chlorophencyclane, II a). is described. Compound 3 b has been investigated pharmacologically and toxicologically. The biological properties of 3 b and those of ßa (and chlorophencyclane) and its hydrochloride Ilb are compared.
KW  - Anorganische Chemie
Y1  - 1979
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63621
ER  - 
TY  - JOUR
A1  - Ackermann, J.
A1  - Tacke, Reinhold
A1  - Wannagat, U.
A1  - Koke, U.
A1  - Meyer, F.
T1  - Sila-Analoga des Chlorphencyclans
T1  - Sila Analogues of Chlorphencyclane
N2  - Sila-Chlorphencyclan (8b), ein Sila-Analogon des Chlorphencyclans (8a), die Derivate 7 und 9, deren Ammoniumsalze 11, 12, 13 und 14b, das Hydrolyseprodukt 10 sowie die Vorstufen 3-6 wurden erstmalig dargestellt. Die neuen Verbindungen wurden in ihren chemischen und physikalischen Eigenschaften charakterisiert, ihre Struktur wurde sichergestellt. Chlorphencyclan, Sila-Chlorphencyclan und einige seiner Derivate wurden vergleichend pharmakologisch und toxikologisch untersucht.
N2  - Silachlorphencyclane (8b), a sila analogue of chlorphencyclane (8a), the derivatives 7 and 9, their amrnonium salts 11, 12, 13 and 14b, the product of hydro Iysis 10, as weil as the precursors ~ were synthesized. The new compounds were characterized by their chemical and physical properties. The pharmacological and toxicological properties of chlorphencyclane, silachlorphencyclane and some derivatives were investigated.
KW  - Anorganische Chemie
Y1  - 1980
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63633
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Heeg, E.
A1  - Berndt, B
T1  - Sila-Analogon des Rythmols
T1  - Sila Analogue of Rythmol
N2  - Sila-Rythmol (llb), ein Sila-Analogon des Antiarrhythmieums Rythmol (lla), wurde erstmalig dargestellt. llb sowie die Vorstufen und Nebenprodukte 4, 5, 6, 7, 9b und lOb wurden in ihren physikalischen und chemischen Eigenschaften charakterisiert und in ihrer Struktur sichergestellt. Die pharmakologischen und toxikologischen Eigenschaften der Analoga lla und llb wurden vergleichend untersucht.
N2  - Silarythmol (llb), a sila analogue of the antiarrhythmic rythmol (lla), was synthesized for the first time. llb as weil as the precursors and byproducts 4, 5, 6, 7, 9b, and lOb were characterized by their physical and chemical properties. The pharmacological and toxicological properties of the analogues lla and llb were also investigated.
KW  - Anorganische Chemie
Y1  - 1980
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63642
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Strecker, M.
A1  - Sheldrick, W. S.
A1  - Ernst, L.
A1  - Heeg, E.
A1  - Berndt, B.
A1  - Knapstein, C.-M.
A1  - Niedner, R.
T1  - Sila-Pridinol und Pridinol: Darstellung und Eigenschaften sowie Strukturen im kristallinen und gelösten Zustand
T1  - Sila-Pridinol and Pridinol: Preparation and Properties as weil as Structures ln the Solid Stateand in Solution
N2  - Sila-Pridinol (2 b), ein Sila-Analogon des Anticholinergicums Pridinol (2a), wurde auf zwei verschiedenen Wegen dargestellt. Die Kristall- und Molekülstrukturen von 2 a und 2 b wurden röntgenstrukturanalytisch bestimmt. 2a bildet im festen Zustand intramolekulare Wasserstoffbrückenbindungen aus, während sich in kristallinem 2 b zentrosymmetrische, durch intermolekulare H-Brückenbindungen verknüpfte cyclische Dimere finden. IR- und \8^1\)H-NMR-spektroskopische sowie kryoskopische Untersuchungen ergaben Informationen über die Strukturen von 2a und 2 b in verschiedenen Lösungsmitteln. - Die pharmakologischen und toxikologischen Eigen" schaften von 2a und 2b wurden unter dem Gesichtspunkt bekannter Struktur-Wirkungs-Beziehungen vergleichend untersucht. 2 b erwies sich als ein etwa fünfmal so starkes Anticholincrgicum wie 2a.
N2  - Sila"pridinol (2 b), a sila"analogue of the anticholinergic pridinol (2a). was prepared by two different routes. The crystal and molecular structures of 2 a and 2 b were determined by X-ray structural analyses. 2a forms intramolecular hydrogen bonds in the solid state, whereas centrosymrnetric cyclic dimers linked through intermolecular hydrogen bonds are observed for crystalline 2 b. IR- and \(^1\)H NMR spectroscopic as weil as cryoscopic studies yielded information ab out the structures of 2a and 2 bin different solvents. - The pharmacological and toxicological properties of2a and 2b were compared with one another on the basis ofknown structure-activity relationships. The anticholinergic properties of 2b were found tobe about five times as strong as those of 2a.
KW  - Anorganische Chemie
Y1  - 1980
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63654
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Zimonyi-Hegedüs, E.
A1  - Strecker, M.
A1  - Heeg, E.
A1  - Berndt, B.
A1  - Langner, R.
T1  - Sila-Analogon des Tiemoniumiodids
T1  - Sila-Analogue of Tiemonium Iodide
N2  - Sila-Tiemoniumiodid (16b), ein Sila-Analogon des Anticholinergicums Tiemoniumiodid (16a), und das Sila-Analogon 14b der entsprechenden Tiemonium-Base 14a wurden erstmalig synthetisiert.14b und 16b sowie die Vorstufen 10-13 und 15 wurden in ihren physikalischen und chemischen Eigenschaften charakterisiert und in ihrer Struktur durch Elementaranalysen sowie \(^1\)H-NMR- und Massenspektren sichergestellt. Die spasmolytischen Eigenschaften der Paare 14a/14b und 16a/16b wurden am isolierten Meerschweinchendarm vergleichend untersucht.
N2  - Silatiemonium iodide (16b), a sila-analogue of the anticholinergic tiemonium iodide (16a), and the siJa-analogue 14b of the corresponding free base 14a were synthesized for the first time. Compounds 14b and 16b as weil as their precursors 10-13 and 15 were characterized by their physical and chemical properties. Their structures were confirmed by elementary analyses, (^1\)H NMRand massspectroscopy. The spasmolytic properties of the pairs 14a/14b and 16a/16b were compared on the isolated guinea pig ileum.
KW  - Anorganische Chemie
Y1  - 1980
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63669
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Wannagat, U.
T1  - Sila-Analoga des Mephenhydramins
T1  - Sila-Analogues of Mephenhydramine
N2  - Sila-Analogues A 2, B 2 and C 2 of the drug mephenhydramine from the class of benzhydryl ethers were synthesized for the first time by the steps shown in scheme 1, and they and their precursors I-V characterized by their physical {table 1) and chemical properties, and their structures confirmed by NMR, n1ass and infrared spectroscopy (tables 3-5). Their physiological effects were investigated a.nd compared -with those of the parent carbon compounds (section 5).
KW  - Anorganische Chemie
Y1  - 1975
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63525
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Wannagat, U.
T1  - Sila-Analoga des Chlorphenoxamins und des Clofenetamins
T1  - Sila-Analogues of Ohlorphenoxamine and Clofenetamine
N2  - Sila-ana.logues A 2 and B 2 of two drugs from the benzhydryl ether class, chlorphenoxamine and clofenetamine, were synthesized for the first time by the steps shown in scheme 1. They and their precursors I-VI v;rere characterized by their physical (Table 1) and chemical properties and their structures confirmed by n.m.r., mass and infrared spectroscopy (Tab]es 2-5). Their physiological effects were invest.igated and compared with those of the carbon analogues (Chapter 5).
KW  - Anorganische Chemie
Y1  - 1976
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63531
ER  - 
TY  - JOUR
A1  - Tacke, Reinhold
A1  - Wannagat, U.
T1  - Sila-Analoga des Mebrophenhydramins
T1  - Sila-Analogues of Mebrophenhydramine
N2  - Sila-analogues A 2, B 2 and C 2 of the drug mebrophenhydramine from the class of benzhydryl ethers -were synthesized for the first time by the steps shown in scheme 1, and they and their precurso:rs I-Ill were characterized by their physical (Table 1) and chemical properties, a.nd their structures confirmed by NMR, mass and infrared spectroscopy (Tables 3-5). The histaminolytic and anticholinergic effects of A 2 and C 2 were investigated and compared with some structure-activity relationships of analogue carbon compounds.
KW  - Anorganische Chemie
Y1  - 1976
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-63542
ER  -