TY - JOUR A1 - Tacke, Reinhold A1 - Lange, Hartwig A1 - Bentlage, Anke A1 - Sheldrick, William S. A1 - Ernst, Ludger T1 - 2.2.5.5-Tetraorganyl-1.4-dioxa-2.5-disilacyclohexane/2,2,5,5-Tetraorganyl-1,4-dioxa-2,5-disilacyclohexanes JF - Zeitschrift für Naturforschung B N2 - The 2,2,5,5-tetraorganyl-1,4-dioxa-2,5-disilacyclohexanes 2a-2c were prepared by condensation of the corresponding (hydroxymethyl)diorganylsilanes 1 a-1 c. The constitution of the heterocycles was confirmed by elemental analyses, cryoscopic measurements, mass spectrometry, and NMR-spectroscopic \((^1H, ^{13}C)\) investigations. The molecular structure of 2 b was determined by X-ray diffraction analysis. KW - 1,4-Dioxa-2 KW - 5-disila-cyclohexane ring system KW - synthesis KW - structure Y1 - 1983 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128423 VL - 38 IS - 2 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Lange, Hartwig A1 - Sheldrick, William S. A1 - Lambrecht, Günter A1 - Moser, Ulrich A1 - Mutschler, Ernst T1 - Sila-Pharmaka, 31. Mitt. [1] Synthese, Struktur und pharmakologische Eigenschaften von Diphenyl(2-piperidinoethoxymethyl)silanol und seinem Kohlenstoff-Analogon T1 - Sila-Pharmaca, 31 th Communication [1] Synthesis, Structure, and Pharmacological Properties of Diphenyl(2-piperidinoethoxymethyl)silanol and its Carbon Analogue JF - Zeitschrift für Naturforschung B N2 - In the course of systematic investigations on sila-substituted parasympatholytics the diphenyl(2-aminoethoxymethyl)silanols 3b and 4b (and its carbon analogue 4a) were synthesized and characterized by their physical and chemical properties. In the solid state 4a and 4b form strong O-H---N hydrogen bonds, which are intramolecular (4a) and intermolecular (4b), respectively. 4a and 4b were found to be weak antimuscarinic agents (4b >4a) and strong papaverine-like spasmolytics (4a ≈4b). KW - antimuscarinic and papaverine-like activity KW - sila-substitution KW - crystal and molecular structure Y1 - 1983 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128410 VL - 38 IS - 6 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Linoh, Haryanto A1 - Attar-Bashi, Moayad T. A1 - Sheldrick, William S. A1 - Ernst, Ludger A1 - Niedner, Roland A1 - Frohnecke, Joachim T1 - Sila-Pharmaka, 26. Mitt. [1] Darstellung und Eigenschaften potentiell curarewirksamer Silicium-Verbindungen, III T1 - Sila-Pharmaca, 26th Communication [1] Preparation and Properties of Silicon Compounds with Potential Curare-Like Activity, III JF - Zeitschrift für Naturforschung B N2 - The potentially curare-like silicon compounds 8a- 8f were synthesized and investigated with respect to their structure-activity relationships. The conformations of the compounds in the solid state and in solution were studied by X-ray diffraction analysis (8a- 8e) and IR NMR spectroscopy (8a- 8f), respectively. The muscle relaxing properties of 8a- 8f were investigated on the mouse. The observed structure-activity relationships are not in accordance with the classical "14 Å model" for neuromuscular blocking agents. KW - structure-activity relationships KW - X-ray KW - curare-lik activity KW - silicon compounds KW - conformational anaylses Y1 - 1982 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128402 VL - 37 IS - 11 ER - TY - JOUR A1 - Jaiswal, Neelam A1 - Lambrecht, Günter A1 - Mutschler, Ernst A1 - Tacke, Reinhold A1 - Malik, Kafait U. T1 - Pharmacological characterization of the vascular muscarinic receptors mediating relaxation and contraction in rabbit aorta JF - Journal of Pharmacology and Experimental Therapeutics N2 - Studies were performed in the rabbit aortic rings, precontracted with norepinephrine, to determine the subtype(s) of muscarinic receptors involved in endothelium-dependent relaxation and contraction in the absence of endothelium elicited by cholinergic stimuli. Acetylcholine (ACh) and arecaidine propargyl ester (APE), a M2 and M3 agonist, produced a dose-dependent relaxation and contraction in endothelium-intact and endothelium-denuded rabbit aortic rings, respectively. Both of these responses were blocked by the muscarinic receptor antagonist atropine. M1 selective agonist McN-A-343 [4-[N-(3-chlorophenyl)carbamoyloxy]-2-butinyltrimethylammonium+ ++ chloride] did not produce any effect on the tone of precontracted aortic rings. ACh- and APE-induced relaxation in aortic rings with intact endothelium was selectively blocked by M3 receptor antagonists hexahydrosila-difenidol and p-fluoro-hexahydro-sila-difenidol (pA2 of 7.84 and 7.18) but not by M1 antagonist pirenzepine or M2 receptor antagonists AF-DX 116 [11-(2-[(diethylamino)methyl]- 1-piperidinyl]acetyl)-5, 11-dihydro-6H-pyrido-[2,3-b][1,4]-benzo-diazepin-6-one] and methoctramine. ACh- and APE-induced contraction was inhibited by M2 receptor antagonists AF-DX 116 and methoctramine (pA2 of 7.11 and 6.71) but not by pirenzepine, hexahydro-sila-difenidol or p-fluoro-hexahydro-sila-difenidol. ACh- and APE-induced relaxation or contraction were not altered by nicotinic receptor antagonist hexamethonium or cyclooxygenase inhibitor indomethacin. These data suggest that relaxation elicited by cholinergic stimulin in endothelium-intact aortic rings is mediated via release of endothelium-derived relaxing factor consequent to activation of M3 receptors located on endothelial cells, whereas the contraction in aortic rings denuded of their endothelium is mediated via stimulation of M2 receptors located on smooth muscle cells. KW - (4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium chloride/pharmacology KW - acetylcholine KW - animals KW - antihypertensive agents / pharmacology KW - aorta, abdominal / drug effects KW - aorta, abdominal / physiology KW - aorta, abdominal / ultrastructure KW - arecoline/analogs & derivatives KW - arecoline KW - atropine KW - diamines KW - endothelium, vascular / drug effects KW - endothelium, vascular / physiology KW - hexamethonium KW - hexamethonium compounds KW - indomethacin KW - male KW - muscarinic antagonists KW - muscle contraction KW - muscle relaxation KW - norepinephrine KW - parasympatholytics KW - piperidines KW - pirenzepine KW - rabbits Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128358 VL - 258 IS - 3 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Linoh, Haryanto A1 - Stumpf, Burghard A1 - Abraham, Wolf-Rainer A1 - Kieslich, Klaus A1 - Ernst, Ludger T1 - Mikrobiologische Umwandlung von Silicium-Verbindungen: Enantioselektive Reduktion von Acetessigsäure-(trimethylsilylalkyl)estern und deren Carba-Analoga T1 - Microbiological Transformation of Silicon Compounds: Enantioselective Reduction of Trimethylsilylalkyl Acetoacetates and their Carba-Analogues JF - Zeitschrift für Naturforschung B N2 - The trimethylsilylalkyl acetoacetates 1 b and 2 b as well as their carba analogues 1 a and 2 a have been reduced microbiologically by Kloeckera corticis (ATCC 20109), leading to the corresponding ( + )-3(S)-hydroxybutanoates 3b, 4b, 3a, and 4a. The enantiomeric purity was found to be 80% (3a, 3b, 4b) and 65% (4a), respectively. The reduction of lb and 2b is - to our knowledge - the first example for a controlled microbiological transformation of organosilicon substrates. KW - enantioselective reduction KW - microbiological transformation KW - silicon compounds Y1 - 1983 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128304 VL - 38 IS - 5 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Link, Matthias A1 - Bentlage-Felten, Anke A1 - Zilch, Harald T1 - Zum thermischen Verhalten einiger Kohlensäure[(methylphenylsilyl)methyl]ester-Derivate T1 - On the Thermal Behaviour of Some (Methylphenylsilyl)methyl Carbonate Derivatives JF - Zeitschrift für Naturforschung B N2 - The synthesis and the thermal behaviour of the (methylphenylsilyl)methyl carbonates \(CH_3(C_6H_5)Si(H)CH_2OC(O)X (6: X = OCH_3; 7: X = Cl; 8: X = N(CH_3)_2)\) is described. 8 rearranges in toluene solution at 100 °C quantitatively to give the carbam oyloxysilane \(C_6H_5(CH_3)_2SiOC(O)N(CH_3)_2\) (11), whereas neat 6 and 7 at 135 °C undergo quantitative formation of \(C_6H_5(CH_3)_2SiOCH_3\) (12) and \(C_6H_5(CH_3)_2SiCl\) (13), respectively. The formation of 12 and 13 is explained by a rearrangement reaction (by analogy to the rearrangement of 8), follow ed by a decarboxylation. The thermally induced transformations 6 →12, 7 →13, and 8 →11 were found to be first-order reactions with half-lifes of ~2.6 h (135 °C, neat), ~4.5 h (135 °C, neat), and ~3.7 h (100 °C, in toluene), respectively. KW - decarboxylation KW - (Methylphenylsilyl)methyl carbonates KW - rearrangement KW - dimethylphenylsilyl carbonates Y1 - 1985 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128293 VL - 40 IS - 7 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Niederer, Reinhold T1 - Sila-Pharmaka, 9. Mitt. [1] Darstellung und Eigenschaften potentiell curarewirksamer Silicium-Verbindungen, I T1 - Sila-Drugs, 9th Communication [1] Preparation and Properties of Silicon Compounds with Potential Curare-Like Activity, I JF - Zeitschrift für Naturforschung B N2 - 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. KW - curare-like activity KW - toxicological properties KW - pharmacological properties KW - silicon compounds Y1 - 1978 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-128277 VL - 33 IS - 4 ER - TY - JOUR A1 - Saad, S. M. A1 - Tacke, Reinhold T1 - Zur Darstellung von 1,1,3,3-Tetramethyl-1,3-disila-2,4,7-trioxa-cycloheptan (1) und 1,1,3,3-Tetramethyl-1,3-disila-2,4,8-trioxa-cyclooctan (2) N2 - No abstract available. KW - Anorganische Analyse Y1 - 1977 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86958 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Bentlage-Felten, Anke A1 - Linoh, Haryanto A1 - Magda, Stephen T1 - Sila-Analoga des Triparanols und Ethamoxytriphetols: Synthese sowie pharmakologische und toxikologische Eigenschaften T1 - Sila-analogues of Triparanol and Ethamoxytriphetol: synthesis as well as pharmacological and toxicological properties N2 - No abstract available. KW - sila-subsitution KW - triparanol KW - ethamoxytriphetol KW - hypolipidemic activity KW - toxicological properties Y1 - 1986 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86940 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Link, Matthias A1 - Joppien, Hartmut A1 - Ernst, Ludger T1 - Sila-Substitution des Akarizids Fenbutatinoxid und einiger seiner Derivate: Synthese und Eigenschaften von Hexakis[(dimethylphenylsilyl)methyl]distannoxan und Tris[(dimethylphenylsilyl)methyl](1,2,4-triazol-1-yl)stannan T1 - Sila-substitution of the Acaricide Fenbutatinoxide and some of its derivatives: synthesis and properties of Hexakis[(dimethylphenylsilyl)methyl](1,2,4-triazol-1-yl)stannane N2 - No abstract available. KW - Chemische Synthese KW - Akarizid KW - sila-substitution KW - fenbutatinoxide KW - hexasila-fenbutatinoxide KW - acaricides KW - syntheses Y1 - 1986 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86937 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Wiesenberger, Frank T1 - (Acetoxymethyl)methylphenylgerman: Synthese, thermisches Verhalten und olfaktorische Eigenschaften T1 - (Acetoxymethyl)methylphenylgermane: Synthesis, Thermal Behaviour and Olfactoric Properties N2 - No abstract available. KW - Chemische Synthese KW - Temperaturabhängigkeit KW - Olfaktorische Analyse KW - (Acetoxymethyl)methylphenylgermane KW - (Acetoxymethyl)methylphenylsilane KW - hydratropyl acetate KW - thermal stability KW - perfumes Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86927 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Wiesenberger, Frank A1 - Lopez-Mras, Angel A1 - Sperlich, Jörg A1 - Mattern, Günter T1 - Neuartige zwitterionische λ5-Spirosilicate: Synthese und Kristallstruktur von Bis[1,2-benzoldiolato(2-)][2-(dimethylammonio)phenyl]silicat sowie Synthese von Bis[2,3-naphthalindiolato(2-)][2-(dimethylammonio)phenyl]silicat-Hemiacetonitril-Solvat N2 - No abstract available. KW - Silicate KW - Bis[1,2-benzenediolato(2-)][2-(dimethylammonio)phenyl]silicate KW - Bis[2,3-naphthalenediolato(2-)][2-(dimethylammonio)phenyl]silicate KW - zwitterionic λ5-Spirosilicates Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86916 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Kropfgans, Martin A1 - Tafel, Andrea A1 - Wiesenberger, Frank A1 - Sheldrick, William S. A1 - Mutschler, Ernst A1 - Egerer, Hansjörg A1 - Rettenmayr, Nikola A1 - Gross, Jan A1 - Waelbroeck, Magali A1 - Lambrecht, Günter T1 - (Hydroxymethyl)diphenyl(piperidinoalkyl)silane des Typs (HOCH2)(C6H5)2Si(CH2)nNC5H10 (n = 2,3) und deren Methoiodide: Synthese, Struktur und antimuscarinische Eigenschaften N2 - No abstract available. KW - (Hydroxymethyl)diphenyl(piperidinoalkyl)silanes KW - Sila-pridinol KW - Sila-difenidol KW - muscarinic antagonists KW - muscarinic receptors Y1 - 1994 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86904 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Haller, Ingo A1 - Zeiler, Hans-Joachim T1 - Sila-Analoga der Antiseptica Octafoniumchlorid und p-tert-Butylphenol N2 - No abstract available. KW - Silaanaloga KW - Antiseptikum Y1 - 1979 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86893 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Sperlich, Jörg A1 - Strohmann, Carsten A1 - Frank, Brigitta A1 - Mattern, Günter T1 - Bis[3,4,5,6-tetrabrom-1,2-benzoldiolato(2-)]-(pyrrolidiniomethyl)silicat-Acetonitril-Solvat [(C6Br4O2)2SiCH2(H)NC4H8 · CH3CN]: Synthese sowie Kristall- und Molekülstruktur eines zwitterionischen [lambda]5-Spirosilicats N2 - Single crystal X-ray studies on bis[3,4,5,6-tetrabromo-1 ,2-benzenediolato(2- )](pyrrolidiniomethyl)silicate acetonitrile solvate [(C6Br40 2hSiCH2(H)NC4H8 · CH3CN; monoclinic, P2t/c, a = 808.5(4), b = 1533.0(8), c = 2212.6(1) pm, ß = 97.67(2)0 , Z = 4] revealed a zwitterionic structure with a pentacoordinate, formally negatively charged silicon atom and a positively charged ammonium moiety. The silicon atom is surrounded by four oxygen atoms and one carbon atom in a trigonalbipyramidal fashion, with the carbon atom in an equatorial position. The structure is displaced by 7.0% from the trigonal bipyramid towards the square pyramid. The zwitterion and the CH3CN molecule form intermolecular N-H · · · N hydrogen bonds. KW - Kristallstruktur KW - Spirosilicate KW - crystal structure KW - zwitterionic spirosilicate Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-86884 ER - TY - JOUR A1 - Sperlich, Jörg A1 - Becht, Joachim A1 - Mühleisen, Mathias A1 - Wagner, Stephan A. A1 - Mattern, Günter A1 - Tacke, Reinhold T1 - Zwitterionische Bis[vic-arendiolato(2-)][(morpholinio)alkyl]silicate: Synthese sowie strukturelle Charakterisierung in Lösung und im Kristall N2 - No abstract available. KW - Silicate KW - Bis[1,2-benzendiolato(2-)][(morpholinio)alkyl]silicates KW - Bis[2,3-naphthalenediolato(2-)][(morpholinio)alkyl]silicates KW - Zwitterionic [lambda]5-Spirosilicates Y1 - 1993 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-73153 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Bentlagem, A. A1 - Towart, R. A1 - Meyer, H. A1 - Bossert, F. A1 - Vater, W. A1 - Stoepe, K. T1 - Sila-Analoga von Nifedipin-ähnlichen 4-Aryl-2.6-dimethyl-1.4-dihydropyridin-3.5-dicarbonsäure-dialkylestern, I N2 - no abstract available KW - Chemie Y1 - 1980 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-82430 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Saad, S. M. T1 - Silylation of cellulose N2 - Ethane-l:2-diol and propane-l:3-diol reaet with 1: 1:3:3-tetramethyl-l:3-dichlorodisiloxane forming the corresponding rings. However, no ring compounds could be traced tbrough the reaction between butane-l :4-diol, glycerol and the dichlorodisiloxane respectively, where only polymeric compounds are formed. The silylation products of the di- and trihydroxy alcohols, as model compounds, has confirmed that the ring formation during silylation of cellulose with dichlorodisiloxane is uncertain. KW - Anorganische Chemie Y1 - 1977 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-78368 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Bentlage, Anke A1 - Towart, Robertson A1 - Möller, Eike T1 - Sila-pharmaca, XXV. Sila-analogues of nifedipine-like dialkyl 2,6-dimethyl-4-aryl-1,4 dihydropyridine-3,5-dicarboxylates, III N2 - IS neue C/Si-Analogenpaare (C-Verbindungen und sila- bzw. disila-substituierte Derivate), die sich strukturell vom Nifedipin ableiten, wurden synthetisiert. Diese und einige weitere C/Si-Paare wurden hinsichtlich ihrer physikochemischen und pharmakologischen Eigenschaften vergleichend untersucht. Mittels reversed-phase-Dünnschichtchromatographie wurde gezeigt, daß die Sila- bzw. Disila-Analoga lipophiler sind als die entsprechenden C-Verbindungen. Bezüglich der spasmolytischen in vitra-Aktivitäten zeigen die Si-Verbindungen in erster Näherung ähnliche Struktur-Wirkungs-Beziehungen wie ihre Carba-Analoga. Dagegen konnten hinsichtlich der ill vlva-Effekte (cardiovasculäre und antihypertensive Aktivität) in einigen Fällen große Unterschiede nachgewiesen werden. N2 - 15 new C/Si-analogue pairs (C-compounds and sila- or disila-substituted derivatives, respectively), which are structurally related to nifedipine, have been synthesized. These and some further C/Si-pairs have been investigated comparatively with respect to their physicochemical and pharmacological properties. Using reversed-phase thin-layer chromatography it was shown that both the sila- and disila-analogues are more Iipophilic than the corresponding C-compounds. With respect to the in vitra spasmolytic potencies the Si-compounds show approximately similar structure-activity relationships to their carba-analogues. However, in some cases marked differences in in vivo effects (cardiovascular and antihypertensive activity) could be demonstrated. KW - Anorganische Chemie Y1 - 1983 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-78357 ER - TY - JOUR A1 - Tacke, Reinhold A1 - Wuttke, F. A1 - Henke, H. T1 - Zur Stereochemie der mikrobiellen Reduktion von rac-Acetyl( t-butyl)methylphenylsilan mit Trigonopsis variabilis (DSM 70714) und Corynebacterium dioxydans (ATCC 21766): Aufklärung der absoluten Konfiguration der Biotransformationsprodukte (SiR,CR)- und ( SiS ,CR)-t-Butyl( 1-hydroxyethyl)methylphenylsilan N2 - No abstract available KW - Anorganische Chemie Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-64176 ER -