@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{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{DoerjeFriebeTackeetal.1990,
  author    = {D{\"o}rje, F. and Friebe, T. and Tacke, Reinhold and Mutschler, E. and Lambrecht, G.},
  title     = {Novel pharmacological profile of muscarinic receptors mediating contraction of the guinea-pig uterus},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64071},
  year      = {1990},
  abstract  = {The present study was designed to further characterize the muscarinic receptors mediating contraction of the guinea-pig uterus. The affinities of various selective muscarinic antagonists were determined and compared with those obtained at M\(_1\) (rabbit vas deferens), M\(_2\) (guinea-pig atria) and M\(_3\) receptors (guinea-pig ileum). The contractile responses of uterine smooth muscle from immature guinea-pigs to carbachol (pD\(_2\) = 5.73) were competitively antagonized by pirenzepine (pA\(_2\) = 7.04), AF-DX 116 (11-[[2-[(diethylamino)methyl]-1-piperidinyl] acetyl]- 5,11-dihydro-6H -pyrido[2,3-b][1 ,4]benzo. diazepin-6-one) (pA\(_2\) = 6.96), himbacine (pA\(_2\) = 7.92), methoctramine (pA\(_2\) = 7.52), 4-DAMP (4-diphenylacetoxy- N-methylpiperidine methiodide) (pA\(_2\) = 8.87) and sila-hexocyclium (pA\(_2\) = 8.81). A comparison of affinity values indicates that the muscarinic receptors present in guinea-pig uterus display a novel pharmacological profile which is not consistent with the presence of either an M\(_1\), M\(_2\) or M\(_3\) receptor. The affinities determined for the different antagonists rather showed a close similarity to those obtained at muscarinic receptors present in rat striatum and NG108-15 cells which are considered pharmacological equivalents (M\(_4\) receptors) of the m4 gene product. We thus hypothesize that the guinea-pig isolated uterus preparation may serve as a simple functional assay system to study the pharmacology of M\(_4\) receptors.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{TackeBeckerLange1990,
  author    = {Tacke, Reinhold and Becker, B. and Lange, H.},
  title     = {(Thioacetoxy-S-methyl)diorganylsilane und (Mercaptomethyl)diorganylsilane: Synthese und Eigenschaften},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64065},
  year      = {1990},
  abstract  = {Die erstmalige Synthese der (Thioacetoxy-S-methyl)diorganylsilane (CH\(_3\))\(_2\)Si(H)CH\(_2\)SC(O)CH\(_3\) (9) und (C\(_6\)H\(_5\))\(_2\)Si(H)CH\(_2\)SC(O)CH\(_3\) (10) und der (Mercaptomethyl) diorganylsilane (CH\(_3\))\(_2\)Si(H)CH\(_2\)SH (11) und (C\(_6\)H\(_5\))\(_2\)Si(H)CH\(_2\)SH (12) wird beschrieben. W{\"a}hrend sich die Silane 9 und 10 leicht handhaben lassen, neigen die strukturanalogen (Hydroxymethyl)diorganylsilane (CH\(_3\))\(_2\)Si(H)CH\(_2\)OH (1) und (C\(_6\)H\(_5\))\(_2\)Si(H)CH\(_2\)OH (2) zu einer basenkatalysierten Zersetzung (Bildung oligomerer (polymerer) Alkoxysilane und Wasserstoff). Im Gegensatz zu den thermisch labilen (Acetoxymethyl)diorganylsilanen (CH\(_3\))\(_2\)Si(H)CH\(_2\)OC(O)CH\(_3\) (3) und (C\(_6\)H\(_5\))\(_2\)Si(H)CH\(_2\)OC(O)CH\(_3\) (4) (--+ Umlagerung zu den entsprechenden Acetoxy(methyl) diorganylsilanen (CH\(_3\)) \(_3\)SiOC(O)CH\(_3\) (5) und CH\(_3\)(C\(_6\)H\(_5\))\(_2\)SiOC(O)CH\(_3\) {6)) sind die Thio-Analoga 9 und 10 thermisch stabil (I-molare L{\"o}sungen in C\(_6\)D\(_6\), 30 h bei 180 o C).},
  subject      = {Anorganische Chemie},
  language  = {de}
}
@article{TackeFritscheTafeletal.1990,
  author    = {Tacke, Reinhold and Fritsche, K. and Tafel, A. and Wuttke, F.},
  title     = {Synthese von racemischem Acetyl(t-butyl)methylphenylsilan und Acetylmethylphenyl[(trimethylsilyl)methyl]silan: Substrate f{\"u}r stereoselektive mikrobielle Reduktionen},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64055},
  year      = {1990},
  subject      = {Anorganische Chemie},
  language  = {de}
}
@article{PolidoriMassiLambrechtetal.1990,
  author    = {Polidori, C. and Massi, M. and Lambrecht, G. and Mutschler, E. and Tacke, Reinhold and Melchiorre, C.},
  title     = {Selective antagonists provide evidence that M\(_1\) muscarinic receptors may mediate carbachol-induced drinking in the rat},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64044},
  year      = {1990},
  abstract  = {The present study served to investigate the ability of seven selective muscarinic antagonists to inhibit carbachol-induced drinking in the rat. The muscarinic antagonists were given by intracerebroventricular (i.c.v.) injection 1 min before the i.c.v. injection of carbachol (1 \(\mu\)g/rat). The M\(_2\) antagonist, methoctramine, was inactive up to 80.3 nmol/rat. The M\(_3\) antagonist, p-fluoro-hexahydro-sila-difenidol, elicited a modest (42\%) but statistically significant inhibition of drinking only at 80 nmol/rat. On the other band, the selective M\(_1\) antagonists, (R)-trihexyphenidyl, o-methoxy-sila-hexocyclium and pirenzepine, produced a marked and dose-dependent inhibition of carbachol-induced drinking, their 1050 values being 0.51. 7.36 and 9.31 nmoljrat. Also the M\(_1\)/M\(_3\) antagonists, 4-diphenylacetoxy-Nmethylpiperidine methiodide and hexahydro-sila-difen.idol, were potent inhibitors of carbachol-induced drinking, their ID\(_50\) values (0.28 and 11.09 nmoljrat) being related to their pA\(_2\) values for M1 receptors in rabbi t vas deferens. These data suggest that carbachol-induced drinking may be mediated by activation of muscarinic M\(_1\) receptors.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{WaelbroeckCamusTastenoyetal.1990,
  author    = {Waelbroeck, M. and Camus, J. and Tastenoy, M. and Lambrecht, G. and Mutschler, E. and Tacke, Reinhold and Christophe, J.},
  title     = {Stereoselectivity of procyclidine binding to muscarinic receptor subtypes M\(_1\), M\(_2\) and M\(_4\)},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64034},
  year      = {1990},
  abstract  = {The goals of the present study were: (1) to investigate thc binding properlies oi (R)- and (S)-procyclidine and two aehiral derivatives of muscarinic M\(_1\)• M\(_2\) and M\(_4\) receptor subtypes and (2) to identify the interaetions which allow these receptors to diseriminate between the two stereoisomers. (R)-Procyclidine showed a higher affinity for human neuroblastoma NB-OK 1 muscarinie M\(_1\) and rat striatum musearinie M\(_4\) receptors. a~ compared to rat cardiac M\(_2\) receptors. (S)-Procyclidine had a 130-iold lower affinity than (R)-procyclidine for M\(_1\) and M\(_4\) receptors. and a 40-fold lower affinity for M\(_2\) receptors. Pyrrinol. the aehiral diphenyl derivative with the eyclohexyl g.roup of (S}-procyclidine replaeed by a phenyl group, has an eight-fold lower affinity for M\(_1\) and M\(_4\) receptors. as eompared to (R)-procyclidine, and a three-fold lower affinity for M\(_2\) receptors. Hexahydro-procyclidine. the eorresponding achiral dicyclohexyl compound, had a 10- to 20-fold lower affinity than (R)-procyclidine for the three reeeptors. The inerease in binding free energy, which is observed when the phenyl and eyclohexyl groups of procyelidine are separately replaeed by cyclohexyJ and phenyl groups, respectively. was additive in the ease of M\(_1\)• M\(_2\) and M\(_4\) receptcrs. This indicates that the musearinic reeeptor s!ereoseleetivity was based on the eoexistence of two binding sites, one preferring a phenylrather than eyclohexyl group and the seeond preferring a cyclohexyl rather than a phenyl group. In addition. there were aiso binding sites for the hydroxy moiety and the protonated amino group of the ligands. The greater affinity and stereoselectivity of M\(_1\) and M\(_4\) muscarinic receptors for (R)-procyelidine reflected the better fit of the eyclohexyl group of (R)-procyclidine to the subsite of M\(_1\) and M\(_4\) as compared to M\(_2\) receptors.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{RettenmayrRodriguesdeMirandaRijntjesetal.1990,
  author    = {Rettenmayr, N. M. and Rodrigues de Miranda, J. F. and Rijntjes, N. V. M. and Russel, F. G. M. and van Ginneken, C. A. M. and Strohmann, C. and Tacke, Reinhold and Lambrecht, G. and Mutschler, E.},
  title     = {Pharmacokinetic properties of the antimuscarinic drug [\(^3\)H]-hexahydro-sila-difenidol in the rat},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64022},
  year      = {1990},
  abstract  = {The pharmacokinetics of tritiated hexahydrosila- difenidol ([\(^3\)H]-HHSiD) were examined in rats. Furthermore, the distribution of radioactivity was studied by means of whole body autoradiography. After i. v. administration of 2.9 mg/kg HHSiD plus [\(^3\)H]-HHSiD to anaesthetized rats bearing a catheter implanted in the ductus choledochus and receiving a mannitol infusion, HHSiD was rapidly distributed and metabolized. Only 5\% ofthe radioactivity was recovered in blood after 23 s and 0.4\% after 2.5 h. 64\% of the plasma radioactivity could be extracted with hexane from the samples taken 23 s after administration. 52\% of the radioactivity was eliminated within 2.5 h, 13\% by urinary and 39\% by biliary excretion. Following oral administration of 8.6 mg/kg HHSiD plus [\(^3\)H]-HHSiD there was an absorption of approximately one fourth of the administered radioactivity within 4 h. By means of whole body autoradiography (i. v. injection) as well as by tissue distribution measurement the highest Ievels of radioactivity were found in bile, urine, lung, kidney, adrenals, liver and .pancreas. Thus, after i. v. administration to rats HHSiD is rather quickly distributed, metabolized and excreted. This explains its low antimuscarinic potency in vivo.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{TackeHengelsbergZilchetal.1989,
  author    = {Tacke, Reinhold and Hengelsberg, H. and Zilch, H. and Stumpf, B.},
  title     = {Enantioselective microbial reduction of 1,1-dimethyl-1-sila-cyclohexan-2-one with growing cells of the yeast Kloeckera corticis (ATCC 20109)},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64010},
  year      = {1989},
  abstract  = {(R)-1,1-Dimethyl-1-sila-cyclohexan-2-ol [(R)-2] was prepared by enantioselective microbial reduction of 1,1-dimethyl-1-sila-cyclohexan-2-one (1) with growing cells of the yeast Kloeckera corticis (ATCC 20109). At a substrate concentration of 0.5 g/1 (temperature 27° C, incubation time 16 h), (R}-2 was obtained on a preparative scale in 60\% yield and with an enantiomeric purity of 92\% ee. Repeated recrystallization of the biotransformation product from n-hexane raised the enantiomeric purity to 99\% ee.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{FeifelWagnerRoederStrohmannetal.1990,
  author    = {Feifel, R. and Wagner-R{\"o}der, M. and Strohmann, C. and Tacke, Reinhold and Waelbroeck, M. and Christophe, J. and Mutschler, E. and Lambrecht, G.},
  title     = {Stereoselective inhibition of muscarinic receptor subtypes by the enantiomers of hexahydro-difenidol and acetylenic analogues},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-64002},
  year      = {1990},
  abstract  = {1 Tbc affinities of the (R)- and (S)-enantiomers of hexahydro-difenidol (1) and its acetylenie analogues hexbutinol (2), hexbutinol methiodide (3) and p-fluoro-hexbutinol (4) (stereochemieal purity > 99.8\%) for musearlnie receptors in rabbit vas deferens (M1), guinea-pig atria (M2) and guinea-pig ileum (M3) were measured by dose-ratio experiments. 2 The (R)-enantiomers consistently showed higher aßinities than the (S)-isomers. The stereosclectivity ratios [(R)/(S)] wcrc greatest with thc enantiomers of 1 (vas deferens: 550; ilcum: 191; atria: 17) and least with thosc ofthc p-Fluoro-analogue 4 (vas defercns: 34; ileum: 8.5; atria: 1.7). 3 The enantiomerie potency ratios for compounds 1-4 were highest in rabbit vas deferens, intermediate in guinea-pig ileum and much less in guinea-pig atria. Thus, these ratios may serve as a predietor of muscarinic receptor subtype identity. 4 (S)-p-Fluoro-hexbutinol [(S)-4] showed a novel receptor selectivity profile with preference for M\(_3\) receptors: M\(_3\) > M\(_2\) \(\geq\) M\(_1\)• 5 These results do not conform to Pfeiffer's rule that aetivity differences between enantiomers are greater with more potent compounds.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{VerspohlTackeMutschleretal.1990,
  author    = {Verspohl, E. J. and Tacke, Reinhold and Mutschler, E. and Lambrecht, G.},
  title     = {Muscarinic receptor subtypes in rat pancreatic islets: binding and functional studies},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63993},
  year      = {1990},
  abstract  = {Cholinergie agents arepotent modulators of insulin release that aet via musearinie reeeptors. We now investigated the muscarinic receptor subtype present in rat panereatic islets in binding and funetional studies. Binding of 5 nM [ \(^3\)H]N-methylscopolamine ([\(^3\)H]NMS) was half maximal at 30 min. At 60 min, the maximal total bindingwas 1.29\% and the non-specifie binding (presence of 100 ,uM atropine) was 0.18\% of the total radioaetivity per 10 f.'g islet protein. Unlabelled atropine inhibited [\(^3\)H]NMS binding with an IC50 of ca. 30 nM. The rank order of antagonist high-affinity binding was atropine > sila-hexocyelium methyl sulfate (SiHC; M\(_1\) > M\(_3\) > M\(_2\) ) > pirenzepine (M\(_1\)> M\(_2\) = M\(_3\) ) = methoctramine (M\(_2\) > M\(_1\) > M\(_3\) ). The high-affinity K\(_d\)s were 8.5, 56, 1300 and 1300 nM, respectively. The high affinity Kd of the muscarinie receptor agonist, arecaidine propargyl ester (APE), was 8.1 nM. The EC\(_{50}\) for the biologieal effects of APE on insulin and glucagon secretion was 3.2 and 2.3 nM. The rank order for the high-affinity biological effects of antagonists (inhibition of APE-mediated insulin/ glucagon release) was almost the same as for binding. The data indicate that rat pancreatie islets contain neither an M\(_1\) subtype (high-affinity for pirenzepine) nor an M\(_2\) subtype (high-affinity for methoctramine) receptor. However, the data evidence an M\(_3\) receptor subtype, since SiHC in the absence of the M\(_1\) receptor subtype shows a relatively high affinity to the receptors in rat panereatic islets.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{KoppLambrechtMutschleretal.1989,
  author    = {Kopp, R. and Lambrecht, G. and Mutschler, E. and Moser, U. and Tacke, Reinhold and Pfeiffer, A.},
  title     = {Human HT-29 colon carcinoma cells contain mucarinic M\(_3\) receptors coupled to phosphoinositide metabolism},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63989},
  year      = {1989},
  abstract  = {Five different musearlnie receptor subtypes ean be distinguished by the differenees in their amino aeid sequence, the eoupled signal transduetion system, pharmaeologieal binding properties and aetivation of ionie fluxes. The present study served to eharaeterize the binding profile of musearlnie receptors in human eolon eareinoma eells (HT-29) using seleetive musearlnie antagonists. The affinities of the compounds were eompared with their poteney to inhibit cholinergieally-aetivated phosphoinositide metabolism. Pirenzepine displaced [\(^3\)H]N-methyl-scopolamine binding and inhibited inositolphosphate (IP) release with potencies typieal of those of non-M\(_1\) receptors. The M\(_3\) subtype-selective antagonists sila-hexocyelium and hexahydro-sila-difenidol bad high affinity to the musearlnie reeeptors in HT-29 cells (K0 = 3.1 nM and 27 nM, respectively) and inhibited IP release at nanomolar concentrations. The M\(_2\) receptor antagonists, AF-DX 116 and methoctramine, had low antimusearinic poteneies. Our results demonstrate that HT-29 human colon earcinoma cells contain an apparently pure population of M\(_3\) receptors. These cells could serve as a model system for further investigations coneerning regulatory and signal transduction mechanisms associated with glandular muscarinic M\(_3\) receptors.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{LambrechtFeifelWagnerRoederetal.1989,
  author    = {Lambrecht, G. and Feifel, R. and Wagner-R{\"o}der, M. and Strohmann, C. and Zilch, H. and Tacke, Reinhold and Waelbroeck, M. and Christophe, J. and Boddeke, H. and Mutschler, E.},
  title     = {Affinity profiles of hexahydro-sila-difenidol analogues at muscarinic receptor subtypes},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63979},
  year      = {1989},
  abstract  = {In an attempt to assess the structural requirements of hexahydro-sila-difenidol for potency and selectivity, a series of analogues modified in the amino group and the phenyl ring were investigated for their affinity to muscarinic M1- (rabbit vas deferens), Mr (guinea-pig atria) and Mr (guinea-pig ileum) receptors. All compounds were competitive antagonists in the three tissues. Their affinities to the three muscarinic receptor subtypes differed by more than two orders of magnitude and the observed receptor selectivities were not associated with high affinity. The pyrrolidino and hexamethyleneimino analogues, compounds substituted in the phenylring with a methoxy group or a chlorine atom as weil as p-fluoro-hexahydro-difenidol displayed the same affinity profile as the parent compound, hexahydro-sila-difenidol: M1 = M3 > M2 • A different selectivity patternwas observed for p-fluoro-hexahydro-sila-difenidol: M3 > M1 > M2 • This compound exhibited its highest affinity for M3-receptors in guinea-pig ileum (pA 2 = 7.84), intermediate affinity for M1-receptors in rabbit vas deferens (pA 2 = 6.68) and lowest affinity for the Mrreceptors in guinea-pig atria (pA 2 = 6.01). This receptor selectivity profile of p-fluoro-hexahydro-sila-difenidol was confirmed in ganglia (M1), atria (M2 ) and ileum (M 3 ) of the rat. Furthermore, dose ratios obtained with either pirenzepine (Mt) or hexahydrosila- difenidol (M2 and M3) and the p-fluoro analogue used in combination suggested that the antagonism was additive, implying mutual competition with a single population of muscarinic receptor subtypes. These results indicate that p-fluoro-hexahydro-sila-difenidol represents a valuable tool for characterization of muscarinic receptor subtypes.},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{FritscheSyldatkWagneretal.1989,
  author    = {Fritsche, K. and Syldatk, C. and Wagner, F. and Hengelsberg, H. and Tacke, Reinhold},
  title     = {Enzymatic resolution of rac-1,1-dimethyl-1-sila-cyclohexan-2-ol by ester hydrolysis or transesterification using a crude lipase preparation of Candida cylindracea},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-63967},
  year      = {1989},
  abstract  = {No abstract available},
  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{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{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{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{KauppStollPreussetal.1991,
  author    = {Kaupp, Martin and Stoll, Hermann and Preuss, Heinzwerner and Kaim, Wolfgang and Stahl, Thomas and van Koten, Gerard and Wissing, Elmo and Smeets, Wilberth J. J. and Spek, Anthony L.},
  title     = {Theoretical and Experimential Study of Diamagnetic and Paramagnetic Products from Thermal and Light-Induced Alkyl Transfer between Zinc or Magnesium Dialkyls and 1,4-Diaza-1,3-butadiene Substrates},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-60173},
  year      = {1991},
  abstract  = {No abstract available},
  subject      = {Anorganische Chemie},
  language  = {en}
}
@article{KauppSchleyerStolletal.1991,
  author    = {Kaupp, Martin and Schleyer, Paul. von Rague and Stoll, Hermann and Preuss, Heinzwerner},
  title     = {The Question of bending of the Alkaline Earth Dihalides MX\(_2\) (M = Be, Mg, Ca, Sr, Ba; X = F, C1, Br, I). An ab Initio Pseudopotential Study},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-60166},
  year      = {1991},
  abstract  = {No abstract available},
  subject      = {Anorganische Chemie},
  language  = {en}
}