Jürgen Schünemann

Bio: Jürgen Schünemann is an academic researcher from Ludwig Maximilian University of Munich. The author has contributed to research in topics: Bicyclic molecule & Intramolecular reaction. The author has an hindex of 6, co-authored 14 publications receiving 98 citations.

Darstellung und Reaktionen von 6-Acylkhellin-Derivaten1)

Abstract: Die 5-Acyl-benzofuran-Derivate 4, 6 und 8 wurden nach der Vilsmeier-Methode bzw. durch Umsetzen mit Dimethylformamidacetal in die 6-Acyl-norkhellin-Derivate 5, 9 und 10a–10f ubergefuhrt. 5 kondensierte mit Phenylhydrazin, Alkoholen, Acetanhydrid und CH-aciden Verbindungen zu 6-substituierten Norkhellin-Derivaten, mit Hydroxylamin entstanden aus 5, 9 und 10a unter Umlagerung die 6-Cyanokhellin-Derivate 18a, 18b und 18c.. Synthesis and Reactions of 6-Acylkhellin Derivatives The 6-acylnorkhellin derivatives 5, 9 and 10a-l0f were obtained from the 5-acylbenzofuran derivatives 4, 6 and 8 by the Vilsmeier method or by reaction with dimethylformamideacetal. Condensations of 5 with phenylhydrazine, alcohols, acetic anhydride and CH-acidic compounds lead to 6-substituted norkhellin derivatives. With hydroxylamine 5, 9 and 10a react with rearrangement to yield the 6-cyanokhellin derivatives 18a, 18b and 18c.

Xanthone aus Chromon‐Derivaten

Abstract: Die 3-Acyl-2-methylthio-chromone 2a-2c und das 6-Acetyl-7-methylthio-furochromon 10 setzten sich mit den CH-aciden Verbindungen 5a-5f, 11 und Kalium-t-butylat zu den 2-substituierten 3-Acylchromonen 4a-4d und 9, den Xanthonen 1 und 6a-6d sowie den Furoxanthonen 13a-13c und 20 um. 4b und 4c reagierten mit Ammoniumacetat zu den Benzopyranopyridinonen (Azaxanthonen) 8a und 8b. Xanthones from Chromone Derivatives The 3-acyl-2-(methylthio)chromones 2a-2c and the 6-acetyl-7-(methylthio)furochromone 10 react with the CH-acidic compounds 5a-5f, 11 and potassium tert.-butylate to yield the 3-acylchromones 4a-4d and 9, the xanthones 1 und 6a-6d and the furoxanthones 13a-13c and 20. With ammonium acetate, 4b and 4c gave the benzopyranopyridinones (azaxanthones) 8a-8b.

[Intramolecular aromatic alkylation. 28. Synthesis and pharmacological testing of homologized and hydroxylated 3,4-dihydro-1'-methylspiro[naphthalin-1(2H),4'-piperidine].

Abstract: The compounds 4, 8, and 10, prepared by standard methods, are converted to the phenylpyridylakanes 9; their methoiodides 11 are reduced to yield the tetrahydropyridines 12. Whereas the cyclisation of 12a gives the isomers 1f and 1g, 12b furnishes only the isomer 1i or 1k, respectively. H3PO4 is found to be more suitable than HBr to cyclize 12c and 12d to the homologues 1l and 1m. Treatment of 12c and 12d affords the bromides 13a and 13b by HBr-addition, which are isolated for the first time. Compounds 1l, 1b, 1c, and 1a exhibit a notable activity in the writhing test, whereas the hydroxylated derivatives 1h, 1e, and 1f are definitely less active. The homologue 1m is inactive.

Azaindol‐Derivate II: Synthese und analgetische Wirkung von Pyrazolo[1,5‐a]pyridinen

Abstract: Umsetzungen des Azaindolcarbonsaureesters 2 fuhren zu 3-substituierten Pyrazolo[1,5-a]pyridinen – darunter das 8-Azatryptamin 8b – mit unterschiedlicher analgetischer Wirkungsstarke (ED50-Werte im Writhing-Test: 8.2–140 mg/kg). Das uber katalytische Hydrierung von 2 dargestellte Tetrahydropyrazolopyridylcarbonitril 10 war dagegen analgetisch inaktiv. Azaindol-Derivatives II Synthesis and Analgesic Activity of Pyrazolo[1,5a]pyridines Reactions of the azaindolecarboxylicester 2 affords pyrazolo[1,5-a]pyridines, including 8-azatryptamine 8b, with various analgesic activities (ED50-values: 8.2–140 mg/kg, writhing test). The inactive hydrogenation product 10 was prepared starting from 2.

Synthese und ZNS‐Wirkungen von cis‐Pyrano[2,3‐b]‐[1,4]‐dioxanderivaten

Abstract: Von der Titelverbindung 1 ausgehend wurden die Alkohole 2, die Amine 5, 7 und 10, die Indol- und Chinolinderivate 13 und 14, die Enamine 3 und 4 sowie die Silylenolether 17 und 18 dargestellt. Auffallend starke ZNS-Aktivitaten zeigten die 1-(7-Phenyl-7-pyranodioxinyl)-piperidine 10-cis und 10-trans, wobei das trans-Isomer etwa doppelt so stark wirkt wie das cis-Isomer. Synthesis and CNS-Activity of cis-Pyrano[2,3-b]-[1,4]dioxane-Derivatives The alcoholes 2, the amines 5, 7 and 10, the indole- and quinoline-derivatives 13 and 14, the enamines 3 and 4 and the silylenolethers 17 and 18 were prepared starting with the title compound 1. The 1-(7-phenyl-7-pyranodioxinyl)-piperidines 10-cis and 10-trans show striking CNS-activity. The trans-isomer is about twice as active as the cis-isomer.

Compounds, compositions, and methods

Abstract: Compounds useful for treating cellular proliferative diseases and disorders by modulating the activity of KSP are disclosed.

Synthese und ZNS‐Wirkung von Pyranderivaten: 6,8‐Dioxabicyclo[3,2,1]octane1)

Abstract: Die aus dem (1S,5R)-6,8-Dioxabicyclo[3,2,1]octan-4-on (2) gewonnenen Aminonitrile 4a,b und 5a,b reagieren mit Phenylmagnesiumbromid zu den diastereomeren 4-Amino-4-phenyl-Derivaten 7a,b und 8a,b. Die diastereo-meren Piperidinderivate 7b und 8b sind unterschiedlich ZNS-wirksam. Synthesis and CNS-Activity of Pyran Derivatives: 6,8-Dioxabicyclo [3,2,1]octanes1) The amino nitriles 4a,b and 5a,b, prepared from (1S,5R)-6,8-dioxabicyclo[3,2,1]octan-4-one (2), react with phenylmagnesium bromide to afford the diastereomeric 4-amino-4-phenyl derivatives 7a,b and 8a,b, respectively. The diastereomeric piperidine derivatives 7b and 8b show different CNS-activity.

Modulators of muscarinic receptors

Abstract: The present invention relates to modulators of muscarinic receptors. The present invention also provides compositions comprising such modulators, and methods therewith for treating muscarinic receptor mediated diseases.