@article{TackeNiederer1978, author = {Tacke, Reinhold and Niederer, Reinhold}, title = {Sila-Pharmaka, 9. Mitt. [1] Darstellung und Eigenschaften potentiell curarewirksamer Silicium-Verbindungen, I}, series = {Zeitschrift f{\"u}r Naturforschung B}, volume = {33}, journal = {Zeitschrift f{\"u}r Naturforschung B}, number = {4}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-128277}, pages = {412-416}, year = {1978}, abstract = {Organosilicon compounds 8, 9 and 10 with potential curare-like action and their precursors 0, 6 and 7 were synthesized for the first time. 0-10 were characterized by their physical and chemical properties, and their structures were confirmed by analyses, IH NMR and mass spectroscopy (only for 0-7). The pharmacological and toxicological data of 8, 9 and 10 are reported.}, language = {de} } @article{TackeWagnerBrakmannetal.1993, author = {Tacke, Reinhold and Wagner, S. A. and Brakmann, S. and Wuttke, F. and Eilert, U. and Fischer, L. and Syldatk, C.}, title = {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.}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64299}, year = {1993}, abstract = {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.}, subject = {Anorganische Chemie}, language = {en} } @article{SteilingTackeWannagat1979, author = {Steiling, L. and Tacke, Reinhold and Wannagat, U.}, title = {Diphenyl(3-piperidinopropyl)silanol, ein Sila-Analogon des Difenidols}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63618}, year = {1979}, abstract = {Diphenyl(3-piperidinopropyl)silanol (6b), ein Sila-Analogon des Arzneimittels Difenidol (6a), und dessen Methoiodid 7 wurden erstmals gem{\"a}ß Schema 1 synthetisiert. - Die pharmakologischen und toxikologischen Eigenschaften der Analoga 6a und 6b wurden vergleichend untersucht.}, subject = {Anorganische Chemie}, language = {de} } @article{AckermannTackeWannagatetal.1979, author = {Ackermann, J. and Tacke, Reinhold and Wannagat, U. and Koke, U. and Meyer, F.}, title = {Derivate des 1-(4-Chlorphenyl)silacyclohexans mit 3-(Diethylamino)propyl- und 2-(Diethylamino)ethyl-Gruppierungen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63621}, year = {1979}, abstract = {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.}, subject = {Anorganische Chemie}, language = {de} } @article{AckermannTackeWannagatetal.1980, author = {Ackermann, J. and Tacke, Reinhold and Wannagat, U. and Koke, U. and Meyer, F.}, title = {Sila-Analoga des Chlorphencyclans}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63633}, year = {1980}, abstract = {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.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeHeegBerndt1980, author = {Tacke, Reinhold and Heeg, E. and Berndt, B}, title = {Sila-Analogon des Rythmols}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63642}, year = {1980}, abstract = {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.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeStreckerSheldricketal.1980, author = {Tacke, Reinhold and Strecker, M. and Sheldrick, W. S. and Ernst, L. and Heeg, E. and Berndt, B. and Knapstein, C.-M. and Niedner, R.}, title = {Sila-Pridinol und Pridinol: Darstellung und Eigenschaften sowie Strukturen im kristallinen und gel{\"o}sten Zustand}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63654}, year = {1980}, abstract = {Sila-Pridinol (2 b), ein Sila-Analogon des Anticholinergicums Pridinol (2a), wurde auf zwei verschiedenen Wegen dargestellt. Die Kristall- und Molek{\"u}lstrukturen von 2 a und 2 b wurden r{\"o}ntgenstrukturanalytisch bestimmt. 2a bildet im festen Zustand intramolekulare Wasserstoffbr{\"u}ckenbindungen aus, w{\"a}hrend sich in kristallinem 2 b zentrosymmetrische, durch intermolekulare H-Br{\"u}ckenbindungen verkn{\"u}pfte cyclische Dimere finden. IR- und \8^1\)H-NMR-spektroskopische sowie kryoskopische Untersuchungen ergaben Informationen {\"u}ber die Strukturen von 2a und 2 b in verschiedenen L{\"o}sungsmitteln. - 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 f{\"u}nfmal so starkes Anticholincrgicum wie 2a.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeZimonyiHegeduesStreckeretal.1980, author = {Tacke, Reinhold and Zimonyi-Heged{\"u}s, E. and Strecker, M. and Heeg, E. and Berndt, B. and Langner, R.}, title = {Sila-Analogon des Tiemoniumiodids}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63669}, year = {1980}, abstract = {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.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1975, author = {Tacke, Reinhold and Wannagat, U.}, title = {Sila-Analoga des Mephenhydramins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63525}, year = {1975}, abstract = {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).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1976, author = {Tacke, Reinhold and Wannagat, U.}, title = {Sila-Analoga des Chlorphenoxamins und des Clofenetamins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63531}, year = {1976}, abstract = {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).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1976, author = {Tacke, Reinhold and Wannagat, U.}, title = {Sila-Analoga des Mebrophenhydramins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63542}, year = {1976}, abstract = {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.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeLangeBentlage1982, author = {Tacke, Reinhold and Lange, H. and Bentlage, A.}, title = {Synthese und Eigenschaften von (Hydroxy-methyl)diorganylsilanen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63727}, year = {1982}, abstract = {The synthesis of the (hydroxymethyl)diorganylsilanes R\(^1\)R\(^2\)Si(H)CH\(_2\)OH (4a: R\(^1\) = R\(^2\) = CH\(_3\), 2-silaisobutanol; 4b: R\(^1\) = CH\(_3\), R\(^2\) == C\(_6\)H\(_5\); 4c: R\(^1\) == R\(^2\) = C\(_6\)H\(_5\))is achieved bythereactionof R\(^1\)R\(^2\)Si(Cl)CH\(_2\)Cl (2a-c) with AcOH/NEt\(_3\) to R\(^1\)R\(^2\)Si(OAc)CH\(_2\)OAc (Ja-c), followed by treating with LiAlH\(_4\) and hydrolysis.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeLangeAttarBashi1982, author = {Tacke, Reinhold and Lange, H. and Attar-Bashi, M. T.}, title = {Baseninduzierte 1,2-Hydridverschiebungen vom Silicium zum Kohlenstoff: "Anomale" Substitutionsreaktionen an (Halogen-methyl)diorganylsilanen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63734}, year = {1982}, abstract = {(C\(_6\)H\(_5\))\(_2\)Si(H)CH\(_2\)X (1 a: X = Cl; 1 b: X = I) und C\(_6\)H\(_5\)(CH\(_3\))Si(H)CH\(_2\)CI (10) reagieren mit LiOCH\(_2\)CH\(_2\)N(CH\(_3\))\(_2\) (2b) zu den Alkoxysilanen (C\(_6\)H\(_5\))\(_2\)Si(CH\(_3\))OCH\(_2\)CH\(_2\)N(CH\(_3\))\(_2\) (5) bzw. C\(_6\)H\(_5\)(CH\(_3\))\(_2\)SiOCH\(_2\)CH\(_2\)N(CH\(_3\))\(_2\) (12). Die Bildung dieser unerwarteten Reaktionsprodukte wird durch einen nucleophilen Angriff des Alkoxids am Si-Atom gedeutet. dem sich eine intramolekulare 1 ,2-Hydridverschiebung vom Si zum C und Eliminierung von Cl e anschließt. Mit weichen Basen, wie z. B. I (-) und (-)SCH\(_2\)CH\(_2\)N(CH\(_3\))\(_2\), wurden dagegen "normale" Substitutionsreaktionen am C-Atom der SiCH\(_2\)Cl-Gruppe beobachtet}, subject = {Anorganische Chemie}, language = {de} } @article{TackeStreckerLambrechtetal.1983, author = {Tacke, Reinhold and Strecker, M. and Lambrecht, G. and Moser, U. and Mutschler, E.}, title = {(2-Aminoethyl)-cycloalkylphenylsilanole: Bioisosterer C/Si-Austausch bei Parasympatholytika vom Typ des Trihexyphenidyls, Cycrimins und Procyclidins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63741}, year = {1983}, abstract = {Die Synthese der (2-Aminoethyl)cycloalkylphenylsilanole Sb (Sila-Trihexyphenidyl), 6b (SilaCycrimin), 7 b (Sila-Procyclidin) und Sb wird beschrieben. Sb- Sb wurden - ausgehend von Cl\(_2\)(C\(_6\)H\(_5\))SiCH = CH\(_2\) (9) - durch eine f{\"u}nfstufige Reaktionsfolge mit einer Gesamtausbeute von 32- 40\% erhalten. Am isolierten Ileum des Meerschweinchens wurden die C/Si-Paare Sa, b- 8a, b vergleichend auf ihre antimuskarinische Aktivit{\"a}t gepr{\"u}ft. Die durch die Sila-Substilution von Sa-8a erreichte Zunahme der Affinit{\"a}t zum Muskarinrezeptor ist deutlich weniger ausgepr{\"a}gt als bei den strukturverwandten C/Si-Paaren I a, b- 4a, b.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeLange1983, author = {Tacke, Reinhold and Lange, H.}, title = {Thermisch induzierte Umlagerung von (Acyloxymethyl)- diorganylsilanen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63752}, year = {1983}, abstract = {Die (Acyloxymethyl)diorganylsilane R\(^1\)R\(^2\)Si(H)CH\(_2\)OC(O)R\(^3\) (2a- d) unterliegen einer thermisch induzierten Umlagerung zu den entsprechenden Acyloxy(methyl)diorganylsilanen R\(^1\)R\(^2\)Si(CH\(_3\))OC(O)R\(^3\) (3a- d). Diese Reaktion beinhaltet formal einen Austausch des am Silicium gebundenen Wasserstoffs mit dem am Kohlenstoff gebundenen Acyloxy-Rest. Bez{\"u}glich der 1,2- Wasserstoff-Verschiebung konnte experimentell ein intramolekularer Prozeß bewiesen werden.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeStreckerLambrechtetal.1984, author = {Tacke, Reinhold and Strecker, M. and Lambrecht, G. and Moser, U. and Mutschler, E.}, title = {Bioisosterer C/Si-Austausch bei Parasympatholytika vom Typ des Pridinols}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63766}, year = {1984}, abstract = {Die Synthese der (2·Aminoethyl)diphenylsilanole 3b und 4b wird beschrieben. Die parasympatholytischen Eigenschaften der CISi-Paare la/lb-4a/4b wurden am isolierten Ileum des Meerschweinchens untersucht. In allen F{\"a}llen f{\"u}hrt der C/Si-Austausch zu einer Zunahme der Affinit{\"a}t zum Muskarin-Rezeptor.}, subject = {Anorganische Chemie}, language = {de} } @article{SheldrickLinohTackeetal.1985, author = {Sheldrick, W. S. and Linoh, H. and Tacke, Reinhold and Lambrecht, G. and Moser, U. and Mutschler, E.}, title = {Crystal and molecular structures of the (R)-enantiomer and the racemate of the antimuscarinic agent (cyclohexyl)phenyl[2-(pyrrolidin-1-yl)ethyl]silanol (sila-procyclidine)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63776}, year = {1985}, abstract = {The crystal structures of the (R)-enantiomer (2b) and the racemate (1 b) of (cyclohexyl)phenyl[2- (pyrrolidin-1-yl)ethyl]silanol (sila--procyclidine) have been determined by X -ray structural analysis. The absolute configuration of (2b) was established. (2b) crystallizes in the orthorhombic space group P2\(_1\)2\(_1\)2\(_1\), with a = 15.221 (1 ), b = 17.967(1 ), c = 6.463(1) A, and Z = 4. (1 b) crystallizes in the monoclinic space group P2\(_1\)/c, with a = 6.441 (1 ), b = 17.1 82(7), c = 16.707(4) A, ß = 1 03.86(2r, and Z = 4. The structures were refined to respective R factors of 0.044 and 0.058. The molecular conformation of sila-procyclidine is identical in the two different structures. lntermolecular 0-H • • • N hydrogen bonding is observed in both crystallattices.ln (1 b) (R)- and (S)-configurated molecules form centrosymmetric dimers, in (2b) the (R)-configurated molecules are linked into infinite chains parallel to the c axis. The (R)-configurated sila--procyclidine (2b) has higher affinity for ileal and atrial muscarinic receptors of the guinea pig than the (S)-configurated enantiomer (3b).}, subject = {Anorganische Chemie}, language = {en} } @article{TackeWannagat1976, author = {Tacke, Reinhold and Wannagat, U.}, title = {Sila-Analogon des Cicloniumbromids}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63556}, year = {1976}, abstract = {Sila-Analogues B 2 and A 2 of the spasmolytic ciclonium bromide (B 1) respectively the corresponding free base A 1 were synthesized for the first time according to the reaction steps sho·wn in scheme 1, and they and their precursors I and II were characterized by ph;ysical (Table 1} and chemical properties and their structures confirmed by NMR, and mass spectroscopy (Tables 2 and 3}. The pharmacological effects of A 2 and B 2 were investigated and compared with those of the parent carbon compound B 1 (chapter 5).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1976, author = {Tacke, Reinhold and Wannagat, U.}, title = {Derivate des Sila-Mephenhydramins und Sila-Chlorphenoxamins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63562}, year = {1976}, abstract = {Derivatives A and B of the two sila-antihistam.ines silamephenhydramine and sila-chlorphenoxamine were synthesized for the first time by the steps shown in scheme 1. They and their precursors III and IV were characterized by their physical (Table 1) and chemical properties and their structures confirmed by NMR and mass spectroscopy (Tables 2 and 3). Their pharmacological effects were investigated and compared with those of the corresponding sila-antihistamines.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1976, author = {Tacke, Reinhold and Wannagat, U.}, title = {Isoelektronische Derivate des Sila-Clofenetamins und des Sila-Mebrophenhydramins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63574}, year = {1976}, abstract = {Isoelectronic derivatives (A and B) and a homolog (C) of the two sila-antihistamines sila-clofenetamine and silamebrophenhydramine were synthesized for the first time by the steps shown in scheme 1. They and their unknown precursors II-IV were characterized by their physical (Table 1) and chemical properties and their structures confinned by lH-NMR and rnass spectroscopy (Tables 2 and 3). The pharrnacological effects of A and B were investigated and compared with those of the corresponding 0-isosteric sila-antihistarnines (Chapter 5).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeWannagat1977, author = {Tacke, Reinhold and Wannagat, U.}, title = {N-Quatern{\"a}re Derivate basischer Sila-benzhydryl{\"a}ther}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63583}, year = {1977}, abstract = {Die quart{\"a}ren Ammoniumsalze 1-10 einiger bioaktiver Sila-benzhydryl{\"a}ther wurden erstmalig durch Reaktion der entsprechenden freien Basen A-E mit CH\(_3\)J, CH\(_3\)Br bzw. CH\(_3\)Cl in CH\(_3\)CN dargestellt. Die Strukturen von 1-10 wurden durch Elementaranalysen und 1 H-NMR-Spektren best{\"a}tigt. Die pharmakologischen Effekte einiger Verbindungen wurden sowohl mit den Eigenschaft der entsprechenden freien Basen als auch mit einigen Struktur-Wirkungsbeziehungen analoger Kohlenstoffverbindungen verglichen.}, subject = {Anorganische Chemie}, language = {de} } @article{Tacke1977, author = {Tacke, Reinhold}, title = {Sila-Analoga des Meflophenhydramins}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63594}, year = {1977}, abstract = {Die Sila-Analoga A, 8, C des Antihistaminikums Meflophenhydramin, sowie die Derivate D und E, das Hydrolyseprodukt 8 und die Vorstufen 3-7 wurden dargestellt. Die chemischen und physikalischen Eigenschaften aller Verbindungen und das pharmakologische Verhalten von A-D und 8 wurden untersucht.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeZimonyiHegeduesWannagat1979, author = {Tacke, Reinhold and Zimonyi-Heged{\"u}s, E. and Wannagat, U.}, title = {Si-C-Spaltung in 2-Thienylsilanen durch sekund{\"a}re Amine}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63608}, year = {1979}, abstract = {Die Umsetzung von Diphenyl-vinylsilan mit zyklischen sekund{\"a}ren Aminen (z.B. Morpholin) in Gegenwart der entsprechenden Lithium-amide f{\"u}hrt zu einer Substitution des an Silicium gebundenen H-Atoms durch eine Aminogruppe und zu einer Addition des Amins an die Vinylgruppe. 2-Thienylphenyl- vinylsilan reagiert jedoch zus{\"a}tzlich unter Spaltung der Si-e-Bindung und Aminosubstitution der 2-Thienylgruppe.}, subject = {Anorganische Chemie}, language = {de} } @article{FeifelRodriguesdeMirandaStrohmannetal.1991, author = {Feifel, R. and Rodrigues de Miranda, J. F. and Strohmann, C. and Tacke, Reinhold and Aasen, A. J. and Mutschler, E. and Lambrecht, G.}, title = {Selective labelling of muscarinic M\(_1\) receptors in calf superior cervical ganglia by [\(^3\)H](\(\pm\))-telenzepine}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64082}, year = {1991}, abstract = {A method was developed to detennine the affinities of antimuscarinic drugs at M\(_1\) receptors. [\(^3\)H](±)-Telenzepine served as radioligand in crude preparations of calf superior cervical ganglia and showed high affinity for a single receptor population. consisting of M1 receptors (K\(_D\) = 1.12 nM). Kinetic experiments showed monophasic association (k\(_1\) =0.017 min\(^{-1}\) nM\(^{-1}\) ) and dissociation (k\(_1\) = 0.017 min\(^{-1}\) ) kinetics, the half-life of dissociation being 41 min at 37°C. The kinetie K\(_D\) value amounted to 1.00 nM. M\(_1\) affinities for pirenzepine, methoctramine. hexahydro-sila-difenidol and p-fluoro-hexahydro-sila-difenidol detennined in competition experiments were similar to those found in functional studies with MI receptors in rabbit isolated vas deferens. The binding assay was used to deterriline the affinities of the (R) and (S) enantiomers of tertiary (trihexyphenidyl, hexahydro-difenidol. hexbutinol, p-fluoro-hexbutinol) and quatemary musearlnie antagonists (trihexyphenidyl methiodide. hexbutinol methiodide). Comparison of results obtained with the rabbit vas deferens suggested that the ionic environment may influence the affinities.}, subject = {Anorganische Chemie}, language = {en} } @article{StrohmannTackeMatternetal.1991, author = {Strohmann, C. and Tacke, Reinhold and Mattern, G. and Kuhs, W. F.}, title = {Bis(2,3-naphthalindiolato)[2-(pyrrolidinio)ethyl]silicat: Synthese und strukturelle Charakterisierung eines zwitterionischen \(\lambda_5\)-Spirosilicates}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64095}, year = {1991}, abstract = {The zwi tterionic spirocyclic bis(2,3-naphthalenediolato )[2-(pyrrolidinio )ethyl]silicate [ ( C\(_{10}\)H\(_6\)O\(_2\)-SiCH\(_2\)CH\(_2\)(H)NC\(_4\)H\(_8\), 3 was synthesized and its structure characterized (single crystal X-ray structural analysis; \(^1\)H, \(^{13}\)C and \(^{29}\)Si NMR studies of solutions in DMSO). 3 was obtained by reaction of cyclohexylmethoxyphenyl(2-pyrrolidinoethyl)silane [C\(_6\)H\(_{11}\)(CH\(_3\)O)Si(C\(_6\)H\(_5\))CH\(_2\)CH\(_2\) NC\(_4\)H\(_8\), 4] with 2,3-dihydroxynaphthalene [C\(_{10}\)H\(_6\)(OH)\(_2\)] in acetonitrile at room temperature (isolated as 3·CH\(_3\)CN, yield 81 \%). The formation of 3 involves two unusual Si-C cleavage reactions (cleavage of Si-C\(_6\)H\(_5\) and Si-C\(_6\)H\(_{11}\) under mild reaction conditions). In addition, 3 was prepared by reaction of 2,3-dihydroxynaphthalene with dimethoxyphenyl(2-pyrrolidinoethyl)silane [C\(_6\)H\(_5\) (CH\(_3\)O)\(_2\)SiCH\(_2\)CH\(_2\)NC\(_4\)H\(_8\) , 5] and trimethoxy( 2-pyrrolidinoethyl)silane [(CH\(_3\)O)\(_3\)SiCH\(_2\)CH\(_2\)NC\(_4\)H\(_8\), 6], respectively (isolated as 3·CH\(_3\)CN; yields 83 and 86\%, respectively). 3·CH\(_3\)CN crystallizes in the space group Pbca with a = 8.877(2) A. b-= 22.823(4) {\"A}, c""" 24.597(4) A, and Z = 8 (R- 0.0592, Rw = 0.0529). The pentacoordinated Si atom of 3·CH\(_3\)CN is surrounded by its ligands in a nearly ideal square-pyramidal fashion (four basal 0 atoms and one apical C atom). The CH3CN molecule does not coordinate to the Si atom.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeBrakmannWuttkeetal.1991, author = {Tacke, Reinhold and Brakmann, S. and Wuttke, F. and Fooladi, J. and Syldatk, C. and Schomburg, D.}, title = {Stereoselective microbial reduction of racemic acetyl(t-butyl)methylphenylsilane by Trigonopsis variabilis (DSM 70714) and Corynebacterium dioxydans (ATCC 21766)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64109}, year = {1991}, abstract = {(SiR,CR)- and (SiS,CR)-t-butyl(l-hydroxyethyl)methylphenylsilane [(SiR,CR)-2 and (SiS,CR)-3] have been prepared by (R)-selective microbial rcduction of racemic acetyl(t-butyl)methylphenylsilane (rac-1) using resting free cells of the yeast Trigonopsis variabilis (DSM 70714) or the bacterium Corynebacterium dioxydans (ATCC 21766). The biotransfonnations were carried out on a 10 g scale. Afterseparation by column chromatography on silica gel, the optically active diastereomers (SiR,CR)-2 and (SiS,CR)-3 produccd by T. variabilis were obtained in good yields [74\% ((SiR,CR)-2). 78\% ((SiS,CR)-3)]. The products obtained from the reduction with C. dioxydans were isolated in significantly lower yields [20\% ((SiR,CR)-2), 20\% ((SiS,CR)-3)]; reaction conditions not optimized). Both bioconversions gave products with high enantiomeric purities (T. variabilis: 91\% ee ((SiR,CR)-2), 96\% ee ((SiS,CR)-3); C. dioxydons: ~ 991 ee ((SiR,CR)-l), ~ 99\% ee ((SiS,CR)-3)). To throw light on the stereochemical aspects of these biotransfonnations, an X-ray diffraction study was carried out on the 3,5-dinitrobenzoate of rac-(SiR,CS/SiS,CR)-3. In addition, 1H NMR spectroscopic stereochemical correlation studies were performed with the (S)-MTPA esters derived from (SiR,CR)-l, (SiS,CR)-3, rac-(SiR,CRjSiS,CS)-2 and rac-(SiR,CSjSiS,CR)-3 [rac-(SiR,CR/ SiS,CS)-2 and rac-(SiR,CS/SiS,CR)-3 were obtained by reduction of rac-1 with LiAIH\(_4\) in diethylether, followed by chromatographic separation of the diastereomers on silica gel]. These stereochemical studies allowed assignment of the absolute configurations and enantiomeric purities of the biotransformation products.}, subject = {Anorganische Chemie}, language = {en} } @article{TackeBechtMatternetal.1992, author = {Tacke, Reinhold and Becht, J. and Mattern, G. and Kuhs, W. F.}, title = {Zur Existenz zwitterionischer \(\lambda_5\)-(Ammonioorganyl)tetrafluorosilicate: Synthese sowie Kristall- und Molek{\"u}lstruktur von Tetrafluoro(pyrrolidiniomethyl)silicat}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64217}, year = {1992}, abstract = {The zwitterionic tetrafluoro(pyrrolidiniomethyl)silicate (6) was synthesized by the reaction of trimethoxy(pyrrolidinomethyl) silane (7) with hydrogen fluoride in ethanol/hydrofluoric acid (yield 83\%). 6 crystallizes in the space group P2\(_1\)fc with two crystallographically distinct molecules in the asymmetric unit. In both molecules the pentacoordinate silicon atom is surrounded by four fluorine atoms and one carbon atom, the latter being in an equatorial position. The coordination polyhedron of the silicon atoms can be described as a slightly distorted trigonal bipyramid. The zwitterionic structure was also proved for dissolved 6 (solution in CD\(_3\)CN, NMRspectroscopic studies).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeBeckerBergetal.1992, author = {Tacke, Reinhold and Becker, B. and Berg, D. and Brandes, W. and Dutzmann, S. and Schaller, S.}, title = {Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane, a germanium analogue of the agricultural fungicide flusilazole: synthesis and biological properties}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64224}, year = {1992}, abstract = {Bis( 4-fluorophenyl)methyl(l H-1,2,4-triazol-1-yl-methyl)germane (2), a germanium analogue of the agricultural fungicide flusilazole (1), has been synthesized from Cl\(_3\)GeCH\(_2\)CI (3) by both a three-step and a four-step synthesis (3-> (p-F-C\(_6\)H\(_4\))\(_2\)Ge(CH\(_2\)Cl)Br (4)-> (p-F-C\(_6\)H\(_4\))\(_2\)Ge(CH\(_2\)CI)CH\(_3\) (S)-> 2; S ~ (p-F-C\(_6\)H\(_4\))\(_2\)Ge(CH\(_2\)I)CH\(_3\) (6)-> l). The fungicidal properties of l have been compared with those of the parent silicon compound 1 (studies on Si/Ge bioisosterism). In various test systems, the SijGe analogues 1 and 2 showed comparable fungicidal properlies (in activity against plant pathogenic fungi: in agar plate diffusion tests and greenhause evaluations; in activity against human pathogenic fungi: in serial dilution tests). In addition, 1 and 2 displayed comparable potencies in respect of sterol biosynthesis inhibition in Sacclulromycopsis {\"u}polytica and Pyricularia oryzae, the mode of action being primarily an inhtbition of oxidative C14-demethylation.}, subject = {Anorganische Chemie}, language = {en} } @article{WaelbroeckCamusTastenoyetal.1992, author = {Waelbroeck, M. and Camus, J. and Tastenoy, M. and Mutschler, E. and Strohmann, C. and Tacke, Reinhold and Schjelderup, L. and Aasen, A. and Lambrecht, G. and Christophe, J.}, title = {Stereoselective interaction of procyclidine, hexahydro-difenidol, hexbutinol and oxyphencyclimine, and of related antagonists, with four muscarinic receptors}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64237}, year = {1992}, abstract = {Wc invcstigatcd thc binding properlies of thc (R)- and (Sl-cnantiomcrs of thc muscarinic antagonists trihcxyphcnidyl, procyclidinc, hcxahydro-difcnidol. p-fluoro-hcxahydro-difcnidol. hcxbutinol, p-fluoro-hcxbutinnl. and thcir corrcsponding methiodidcs at muscarinic M\(_1\), M\(_2\)• M\(_3\) and M\(_4\) receptor subtypes. In addition. binding properlies of thc (R)- and (S)-cnantiomcrs of oxyphcncycliminc wcrc studicd. The {R)- cnantiomcrs (cutomcrs} of all the compounds had a grcatcr affinity than the (S)-isomcrs for thc four muscarinic rcccptor subtypcs. Thc binding pattcrns of thc (R)- and (S)-enantiomers wcrc gcncrally different. We did not obscrvc any gcncral corrclation hctwccn thc potcncy of thc high-affinity enantiomer and Lhc affinity ratio (cudismic ratio) of the two cnantiomcrs. Thc rcsuhs arc discusscd in tcrms of a 'four suhsitcs' binding modcl.}, subject = {Anorganische Chemie}, language = {en} } @article{TackeLopezMrasSheldricketal.1993, author = {Tacke, Reinhold and Lopez-Mras, A. and Sheldrick, W. S. and Sebald, A.}, title = {Synthesen, Einkristall-R{\"o}ntgenstrukturanalysen und \(^{29}\)Si-Festk{\"o}rper-NMR-Untersuchungen eines zwitter- ionischen \(\lambda_5\)-Spirosilicats und eines k{\"a}figartigen Octa(silasesquioxans) : [Professor Hartmut B{\"a}rnighausen zum 60. Geburtstage gewidmet]}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64243}, year = {1993}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {de} } @article{TackeLopezMrasSperlichetal.1993, author = {Tacke, Reinhold and Lopez-Mras, A. and Sperlich, J. and Strohmann, C. and Kuhs, W. F. and Mattern, G. and Sebald, A.}, title = {Neue zwitterionische \(\lambda_5\)-Spirosilicate: Synthesen, Einkristall-R{\"o}ntgenstrukturanalysen und Festk{\"o}rper-NMR-Untersuchungen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64251}, year = {1993}, abstract = {The zwitterionic spirocyclic \(\lambda_5\) -Silicates bis(3,4,5,6-tetrabromo- 1,2-benzenediolato(2- ))[2-(pyrrolidinio)ethyl]silicate (5; and its monohydrate 5 · H\(_2\)O) and bis[1,2-benzenediolato(2- )][( dimethylammonio)methyl]silicate (6) were synthesized by various methods including Si-C bond cleavage reactions. The crystal structures of 5, 5 · H\(_2\)O, and 6 were investigated by Xray d{\"u}fraction. Furthermore, 5, 5 · H\(_2\)O, 6, and the related zwitterionic \(\lambda_5\)-spirosilicates 1 · 1/4 CH\(_3\)CN, 2 · CH\(_3\)CN, 3 · CH\(_3\)CN, and 4 were characterized by solid-state NMR spectroscopy (\(^{29}\)Si and \(^{15}\)N CP/MAS). The pentacoordinate silicon atoms of 5, 5 · H\(_2\)O (two crystallographically independent ZWitterions and two crystallographically independent water molecules), and 6 (two crystallographically independent zwitterions) are surrounded by four oxygen atoms and one carbon atom. The coordination polyhedrons around the silicon atoms of 5 and 6 can be described as distorted (5) or nearly ideal (6) trigonal bipyramids, the carbon atoms being in equatorial positions. 5 forms intramolecular and 6 intermolecular (--+ formation of dimeric units) N- H···O hydrogen bonds. The coordination polyhedrons around the two crystallographically independent silicon atoms of 5 · H\(_2\)O can be described as a nearly ideal and slightly distorted square pyramid, respectively, the carbon atoms being in the apical positions. In the crystal lattice of 5 · H\(_2\)O, intermolecular N-H···O and 0-H···O hydrogen bonds between the zwitterions and water molecules are observed. The results obtained by X-ray diffraction and solid-state NMR spectroscopy are consistent for each compound studied.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeLopezMrasBechtetal.1993, author = {Tacke, Reinhold and Lopez-Mras, A. and Becht, J. and Sheldrick, W. S.}, title = {Synthese sowie Kristall- und Molek{\"u}lstruktur von Tetrafluoro[2-(pyrrolidinio)ethyl]silicat}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64269}, year = {1993}, abstract = {Das zwitterionische Tctratluoro[2-(pyrrolidinio) ethyl]silicat (4) wurde durch Reaktion von Trimethoxy( 2-pyrrolidinoethyl)silan (5) mit Fluorwasserstoff in einem Ethanol/Flußs{\"a}ure-Gemisch bei 0 °C synthetisiert. Die Kristall- und Molek{\"u}lstruktur von 4 wurde bei - 100 °C mittels einer Einkristall-R{\"o}ntgenstrukturanalyse untersucht. Außerdem wurde 4 durch NMR-Untersuchungen in L{\"o}sung charakterisiert (CD\(_3\)CN: \(^1\)H, \(^{13}\)C).}, subject = {Anorganische Chemie}, language = {de} } @article{TackeBechtLopezMrasetal.1993, author = {Tacke, Reinhold and Becht, J. and Lopez-Mras, A. and Sheldrick, W. S. and Sebald, A.}, title = {Syntheses, X-ray crystal structure analyses, and solid-state NMR studies of some zwitterionic organofluorosilicates}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64272}, year = {1993}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{EltzeUllrichMutschleretal.1993, author = {Eltze, M. and Ullrich, B. and Mutschler, E. and Moser, U. and Bungardt, E. and Friebe, T. and Gubitz, C. and Tacke, Reinhold and Lambrecht, G.}, title = {Characterization of muscarinic receptors mediating vasodilation in rat perfused kidney}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64283}, year = {1993}, abstract = {The muscarinic receptor mediating vasodilation of resistance vessels in the rat isolated, constant-pressure perfused kidney (preconstriction by w- 7 M cirazoline) was characterized by subtype-preferring agonists and se]ective antagonists. The agonists produced vasodi1ation with the fol1owing rank order of potency: arecaidine propargy] ester (APE) > 5-methylfurtrethonium = methacholine = oxotremorine > (S)-aceclidine > arecaidine 2-butyne-1,4-diyl bisester > 4-Cl-McN-A-343 = (R)-nipecotic acid ethyl ester = N-ethyl-guvacine propargyl ester- (R)-aceclidine = (S)-nipecotic acid ethyl ester > McN-A-343. Agonist-induced vasodilation disappeared after destruction of the endothelium with detergent. Highly significant correlations of agonist potencies for vasodilation were found between rat kidney and guinea-pig ileum submucosal arterioles as weH as agonist potencies at smooth muscle muscarinic M\(_3\) receptors of the guinea-pig ileum. The rank order of antagonist potencies (4-diphenylacetoxy-Nmethylpiperidine methiodide (4-DAMP) > (R)-hexahydro-difenidol - hexahydro-sila-difenidol > pirenzepine - p-fluorohexahydro- sila-difenidol- himbacine- AF-DX 384- AQ-RA 741 > (S)-hexahydro-difenidol) to attenuate vasodilation to APE in rat kidney, correlated significantly with affinities at M\(_3\) receptors in submucosal arterioles and in smooth muscle of the guinea-pig ileum, but differed from those at M\(_1\) and M\(_2\) receptors in rabbit vas deferens. The agonist and antagonist potencies suggest that vasodilation elicited by muscarinic stimuli in endothelium-intact rat renal vasculature is mediated by functional muscarinic M\(_3\) receptors.}, subject = {Anorganische Chemie}, language = {en} } @article{MuehleisenTacke1994, author = {M{\"u}hleisen, M. and Tacke, Reinhold}, title = {Twofold deprotonated citric acid as a bidentate ligand of pentacoordinate silicon: synthesis and structural characterization of the zwitterionic \(\lambda_5\)Si-spirosilicate bis[citrato(2-)-O\(^3\),O\(^4\)][(dimethylammonio)methyl]silicate hydrate}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64388}, year = {1994}, abstract = {The zwitterionic \(\lambda_5\) Si-spirosilicate bis[ citrato(2-)-0\(^3\) ,0\(^4\) )[ ( dimethylammonio) methyl]silicate (4) was synthesized by reaction of (MeO)\(_3\)SiCH\(_2\)NMe\(_2\) (3) with citric acid (molar ratio 1 :2) in acetonitrile at room temperature and isolated, after crystallization from water, as the hydrate 4 · H\(_2\)O (yield 81 \%). The crystal structure of 4 · H\(_2\)O was studied by single-crystal X-ray diffraction. The alcoxide oxygen atoms and central carboxylate oxygen atoms of two citrato(2-) ligands and one carbon atom coordinate to the silicon atom of 4 · H\(_2\)O. The coordination polyhedron around the pentacoordinate silicon atom (SiO\(_4\)C framework) can be described as a distorted trigonal bipyramid, the two carboxylate oxygen atoms occupying the axial sites. The \(\lambda_5\) Si~silicon(IV) complex 4 also exists in solution (DMSO, H\(_2\)O).}, subject = {Anorganische Chemie}, language = {de} } @article{MuehleisenTacke1994, author = {M{\"u}hleisen, M. and Tacke, Reinhold}, title = {meso-[1,4-Piperaziniumdiylbis(methylene)]bis{bis[2-methyllactato(2-)-O1,O2]silicate} octahydrate: synthesis and crystal structure analysis of a zwitterionic dispirocyclic \(\lambda^5\)Si,\(\lambda^5\)Si'-disilicate}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64396}, year = {1994}, abstract = {The zwitterionic dispirocyclic \(\lambda^5\)Si,\(\lambda^5\)Si'-disilicate meso-[1 ,4-piperaziniumdiylbis( methylene)]bis{ bis[ 2-methyllactato(2-)-O\(^1\),O\(^2\)]silicate} octahydrate (6-8H\(_2\)O) was synthesized by reaction of 1,4-bis[(trimethoxysilyl}methyl] piperazine (8) with 2-methyllactic acid (molar ratio 1:4) in water/acetone (yield 82\%). The molecular dinuclear silicon(IV) complex 6 contains two pentacoordinate (formally negatively charged) silicon atoms and two tetracoordinate (formally positively charged) nitrogen atoms. The crystal structure of 6•8H20 was studied by X-ray diffraction.}, subject = {Anorganische Chemie}, language = {en} } @article{TackeMuehleisen1994, author = {Tacke, Reinhold and M{\"u}hleisen, M.}, title = {Bis[benzilato(2-)-O\(^1\),O\(^2\)][2-(dimethylammonio)ethoxy]silicate: synthesis and structural characterization of a zwitterionic \(\lambda^5\)Si-silicate with a SiO\(_5\) framework}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64400}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{TackePikiesWiesenbergeretal.1994, author = {Tacke, Reinhold and Pikies, J. and Wiesenberger, F. and Ernst, L. and Schomburg, D. and Waelbroeck, M. and Christophe, J. and Lambrecht, G. and Gross, J. and Mutschler, E.}, title = {Sila-biperiden und endo-Sila-biperiden: Synthesen, Kristallstrukturen und antimuscarinische Eigenschaften}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64303}, year = {1994}, abstract = {Starting from trichloro(vinyl)silane (Cl\(_3\)SiCH=CH\(_2\)), the musearinic antagonists sila-biperiden [rac-(SiRS,C2SR>-ao-2] and endosila- biperiden [rac-(SiRS,C2SR)-endo-2] were prepared by a seven-step synthesis. Both silanols are configurationally stableininert organic solvents but undergo slow epimerization in aqueous solution (pH 7.4, 32°C) by inversion of the configuration at the silicon atom. The relative configurations of sila-biperiden and endo-sila-biperiden were detennined by single-crystal X-ray diffraction. Both compounds form intennolecular 0-H · · · N hydrogen bonds in the crystal leading to the fonnation of centrosymmetric dimers (sila-biperiden) and infinite chains (endo-sila-biperiden), respectively. Sila-biperiden is a silicon analogue (C/Si exchange) of the antiparkinsonian drug biperiden [rac-(CRS/C2SR}-exo-1]. In functional phannacological experiments, as well as in radioligand competition studies, biperiden, sila-biperiden and endo-sila-biperiden behaved as simple competitive antagonists at muscarinic Ml-, M2-, M3- and M4-receptors. The three compounds displayed the highest affinity for Ml-receptors (pA\(_2\) values: 8.72-8.80; pK\(_i\) values: 8.8-9.1), intermediate affinity for M4- and M3-receptors, and lowest affinity for M2-receptors (pA\(_2\) values: 7.57-7.79; pK\(_i\) values: 7.7-7.8). The affinity profile (Ml >. M4 > M3 > M2) of biperiden, sila-biperiden and endo-sila-biperiden is qualitatively similar to that of the M1-selective muscarinic antagonist pirenzepine. The antimuscarinic properlies of the C/Si analogues biperiden and sila-biperiden are almost identical.}, subject = {Anorganische Chemie}, language = {en} } @article{TackeWagnerSperlich1994, author = {Tacke, Reinhold and Wagner, S. A. and Sperlich, J.}, title = {Synthese von (-)-(Acetoxymethyl)(hydroxy-methyl)methyl(phenyl)german [(-)-MePhGe(CH\(_2\)OAc)(CH\(_2\)OH)] durch eine Esterase-katalysierte Umesterung: Die erste enzymatische Synthese eines optisch aktiven Germans}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64310}, year = {1994}, abstract = {No abstract available.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeSperlichBecker1994, author = {Tacke, Reinhold and Sperlich, J. and Becker, B.}, title = {Bis[2,3-naphthalenediolato(2-)](pyrrolidinio-methyl)germanate-tetartoacetonitrile, the first zwitterionic \(\lambda_5\)-germanate: synthesis and crystal structure analysis}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64329}, year = {1994}, abstract = {The zwitterionic spirocyclic \(\lambda_5\)-germanate bis(2,3-naphthalenediolato( 2-)](pyrrolidiniomethyl)germanate (8) was synthesized and the crystal structure of its tetartoacetonitrile solvate 8 · 1/4 CH\(_3\)CN studied by single-crystal X-ray diffraction. Compound 8 was prepared by reaction of (MeO)\(_3\)GeCH\(_2\)NC\(_4\)H\(_8\) (11; NC\(_4\)H\(_8\) = pyrrolidino) with two equivalents of 2,3-naphthalenediol (isolated as 8 · 1/4 CH\(_3\)CN; yield 92\%). The coordination polyhedron around the pentacoordi- naphthalenediolatonate germanium atom of 8 · 1/4 CH\(_3\)CN can be described as a strongly distorted trigonal bipyramid (the structure is displaced by 38.9\% from the ideal trigonal bipyrarnid towards the ideal square pyramid), the carbon atom occupying an equatorial position. In the crystal lattice of 8 · 1/4 CH\(_3\)CN, the zwitterions form intermolecular N-H ... o hydrogen bonds leading to the formation of dimers. 1H- and \(^{13}\C-NMR studies revealed that 8 also exists in solution ([D\(_6\)]DMSO).}, subject = {Anorganische Chemie}, language = {en} } @article{TackeLopezMrasJones1994, author = {Tacke, Reinhold and Lopez-Mras, A. and Jones, P. G.}, title = {Syntheses, crystal structure analyses, and NMR studies of [2-(dimethylammonio)phenyl]bis[glycolato(2-)-O1,O2]silicate and related zwitterionic spirocyclic \(\lambda_5\)Si-silicates}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64339}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{TackeMuehleisenJones1994, author = {Tacke, Reinhold and M{\"u}hleisen, M. and Jones, P. G.}, title = {Das erste zwitterionische, optisch aktive Disilicat mit pentakoordiniertem Silicium}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64343}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {de} } @article{TackeMuehleisenJones1994, author = {Tacke, Reinhold and M{\"u}hleisen, M. and Jones, P. G.}, title = {The first zwitterionic, optically active disilicate with pentacoordinate silicon}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64358}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{TackeMuehleisen1994, author = {Tacke, Reinhold and M{\"u}hleisen, M.}, title = {Hexakoordiniertes Silicium in einer molekularen Verbindung mit einer F\(_5\)SiC-Einheit}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64365}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {de} } @article{TackeMuehleisen1994, author = {Tacke, Reinhold and M{\"u}hleisen, M.}, title = {Hexacoordinate silicon in a compound with an F\(_5\)SiC unit}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64378}, year = {1994}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{TackeLinohRafeineretal.1989, author = {Tacke, Reinhold and Linoh, H. and Rafeiner, K. and Lambrecht, G. and Mutschler, E.}, title = {Synthese und Eigenschaften des selektiven Antimuscarinikums Sila-Hexocyclium-methylsulfat}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63921}, year = {1989}, abstract = {Sila-Hexocyclium-methylsulfat (7b), ein Silicium-Analogon des therapeutisch eingesetzten Antimuscarinileums Hexocyclium-methylsulfat (7a), wurde durch eine sechsstufige Synthese - ausgehend von (CH\(_3\)0)\(_3\)SiCH\(_2\)Cl - dargestellt (Gesamtausbeute 16\%). Außerdem wurden die hiervon abzuleitende freie Base 9b (f{\"u}nfstufige Synthese, ausgehend von (CH\(_3\)0)\(_3\)SiCH\(_2\)O; Gesamtausbeute 29\%) und das strukturverwandte (Aminomethyl)silanol 13 (dreistufige Synthese, ausgehend von cyclo-C\(_6\)H\(_{11}\)(C\(_6\)H\(_5\))Si(OCH\(_3\))CH\(_2\)Cl, Gesamtausbeute 46\$) synthetisiert. 7b ist ein hochwirksames und selektives Antimuscarinikum, das in der experimentellen Pharmakologie aufgrund seines bemerkenswerten Selektivit{\"a}tsprofils zur Klassifizierung von Subtypen muscarinischer Rezeptoren eingesetzt wird.}, subject = {Anorganische Chemie}, language = {de} } @article{TackeRafeinerStrohmannetal.1989, author = {Tacke, Reinhold and Rafeiner, K. and Strohmann, C. and Mutschler, E. and Lambrecht, G.}, title = {Synthesis of the selective antimuscarinic agent 4-{[cyclohexylhydroxy(2-methoxyphenyl)silyl]methyl}-1,1-dimethylpiperazinium methyl sulfate (o-methoxy-sila-hexocyclium methyl sulfate)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63930}, year = {1989}, abstract = {The synthesis of the potent and highly selective silicon-containing antimuscarinic agent o-methoxysila- hexocyclium methyl sulfate and its corresponding tertiary amine (isolated as the dihydrochloride) is described. The quarternary compound is an omethoxy derivative of sila-hexocyclium methyl sulfate, which represents one of the tools currently used in experimental pharmacology for the subclassification of muscarinic receptors. The omethoxy derivative, the pharmacological profile of which differs substantially from tbat of the nonmethoxy compound, is also recommended as a tool for the investigation of muscarinic receptor heterogeneity.}, subject = {Anorganische Chemie}, language = {en} } @article{WaelbroeckTastenoyCamusetal.1989, author = {Waelbroeck, M. and Tastenoy, M. and Camus, J. and Christophe, J. and Strohmann, C. and Linoh, H. and Zilch, H. and Tacke, Reinhold and Mutschler, E. and Lambrecht, G.}, title = {Binding and functional properties of antimuscarinics of the hexocyclium/sila-hexocyclium and hexahydro-diphenidol/hexahydro-sila-diphenidol type to muscarinic receptor subtypes}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63944}, year = {1989}, abstract = {l In an attempt to assess the structural requirements for the musearlnie receptor selectivity of hexahydro-diphenidol (hexahydro-difenidol) and hexahydro-sila-diphenidol (hexahydro-sila-difenidol), a serles of structurally related C/Si pairs were investigated, along with atropine, pirenzepine and methoctramine, for their binding affinities in NB-OK 1 cells as well as in rat heart and pancreas. 2 The action of these antagonists at musearlnie receptors mediating negative inotropic responses in guinea-pig atrla and ileal contractions has also been assessed. 3 Antagonist binding data indicated that NB-OK 1 cells (M\(_1\) type) as weil as rat heart (cardiac type) and pancreas (glandularjsmooth muscle type) possess different muscarinic receptor subtypes. 4 A highly significant correlation was found between the binding affinities of the antagonists to muscarinic receptors in rat heart and pancreas, respectively, and the affinities to muscarinic receptors in guinea-pig atria and ileum. This implies that the musearlnie binding sites in rat heart and the receptors in guinea-pig atrla are essentially similar, but different from those in pancreas and ileum. 5 The antimuscarinic potency of hexahydro-diphenidol and hexahydro-sila-diphenidol at the three subtypes was inftuenced differently by structural modifications (e.g. quaternization). Different selectivity profiles for the antagonists were obtained, which makes these compounds useful tools to investigate further muscarinic receptor heterogeneity. lndeed, the tertiary analogues hexahydrodiphenidol (HHD) and hexahydro-sila-diphenidol (HHSiD) bad an M\(_1\) = glandularjsmooth muscle > cardiac selectivity profile, whereas the quaternary analogues HHD methiodide and HHSiD methiodide were M\(_1\) preferring (M\(_1\) > glandularjsmooth muscle, cardiac).}, subject = {Anorganische Chemie}, language = {en} } @article{TackeStrohmannSargeetal.1989, author = {Tacke, Reinhold and Strohmann, C. and Sarge, S. and Cammenga, H. K. and Schomburg, D. and Mutschler, E. and Lambrecht, G.}, title = {Darstellung und Eigenschaften der Enantiomere des selektiven Antimuscarinikums 1-Cyclohexyl-1-phenyl-4-piperidino-1-butanol (Hexahydro-Difenidol)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63950}, year = {1989}, abstract = {No abstract available}, subject = {Anorganische Chemie}, language = {en} } @article{TackeLinkZilch1985, author = {Tacke, Reinhold and Link, M. and Zilch, H.}, title = {Eine neue in situ-Darstellung von (Trimethyl-silyl)trifluormethansulfonat durch thermisch induzierte Umlagerung}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63784}, year = {1985}, abstract = {A new in situ preparation of trimethylsilyl trifluoromethanesulfonate (3) is described: 3 is generated by a thermally induced rearrangement of (dimethylsilyl)methyl trifluoromethanesulfonate (2), which can be prepared by reaction of (CH\(_3\))\(_2\)Si(H)CH\(_2\)OH (1) with (CF\(_3\)SO\(_2\))\(_2\)O. Starting with C\(_6\)H\(_5\)(CH\(_3\))Si(H)CH\(_2\)OH (5), the derivative (methylphenylsilyl)methyl trifluoromethanesulfonate (6) can be obtained by a similar method. Its thermally induced rearrangement Ieads to dimethylphenylsilyl trifluoromethanesulfonate (7). The rearrangements 2---> 3 and 6---> 7 were found to be first-order reactions with half-lifes at 80 oc of 0.75 and 1.7 h, respectively.}, subject = {Anorganische Chemie}, language = {de} }