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  • 1
    Electronic Resource
    Electronic Resource
    Synthese und Eigenschaften von Bromocriptin (1977)
    Springer
    Cellular and molecular life sciences 33 (1977), S. 1412-1413 
    Details
    ISSN: 1420-9071
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary The bromination of α-ergokryptine, a genuine ergot alkaloid of the peptide type, in position 2 of the indol nucleus to 2-bromo-α-ergokryptine is described. Its transformation to the methanesulfonate led to the prolactin inhibitor bromocriptine-methanesulfonate, Parlodel®.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01918774
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  • 2
    Electronic Resource
    Electronic Resource
    Completion of the natural groups of ergot alkaloids: Syntheses and pharmacological profiles ofβ-ergosine andβ-ergoptine (1977)
    Springer
    Cellular and molecular life sciences 33 (1977), S. 1552-1554 
    Details
    ISSN: 1420-9071
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary The syntheses and pharmacological potencies of β-ergosine and β-ergoptine, the missing links in the natural groups of ergot peptide alkaloids are described.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01933990
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  • 3
    Electronic Resource
    Electronic Resource
    Ein neues Alkaloid aus dem Mycel einesClaviceps purpurea-Stammes. Zur Biogenese von Ergocristin (1973)
    Springer
    Cellular and molecular life sciences 29 (1973), S. 936-937 
    Details
    ISSN: 1420-9071
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary A new alkaloid from the lyophilized mycelia of aClaviceps purpurea strain, N-[N-(d-Lysergyl)-l-valyl]-l-phenylalanyl-d-prolin-lactam, has been isolated and characterized. From its fast methanolysis it is deduced that the previously reported N-(d-Lysergyl)-l-valinmethylester is actually an artefact. The biogenetic significance and its possible role in biogenesis of Ergocristine is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01930383
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  • 4
    Electronic Resource
    Electronic Resource
    Ringschlußreaktionen zu methoxysubstituierten Benzo[b]thiophen-3-essigsäuren (1967)
    Springer
    Monatshefte für Chemie 98 (1967), S. 1962-1972 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract 5,6-Dimethoxy-benzo[b]thiophene-3-acetic acid and 5,6,7-trimethoxy-benzo[b]thiophene-3-acetic acid were synthesized by cyclization of the corresponding methoxy-substituted γ-(phenylthio)-acetoacetates, followed by hydrolysis of the esters. The preparation of starting materials is described. In the case of γ-(p-methoxyphenylthio)-acetoacetate no 5-methoxy-benzo[b]thiophene-3-acetic acid could be obtained; a by-product of this reaction was studied.
    Notes: Zusammenfassung 5,6-Dimethoxy-benzo[b]thiophen-3-essigsäure und 5,6,7-Trimethoxy-benzo[b]thiophen-3-essigsäure wurden durch Cyclisierung der entsprechend methoxysubstituierten γ-(Phenylthio)-acetessigester und anschließende Hydrolyse der Ester erhalten. Die Herstellung von Ausgangsmaterialien wird beschrieben. Im Falle des γ-(p-Methoxyphenylthio)-acetessigesters konnte keine 5-Methoxy-benzo[b]thiophen-3-essigsäure erhalten werden; ein Nebenprodukt dieser Reaktion wurde untersucht.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01167159
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  • 5
    Electronic Resource
    Electronic Resource
    N-Substituierte Benzo [b]thiophen-3-acetamide und 3-(β-Aminoäthyl)-benzo [b]thiophene (1967)
    Springer
    Monatshefte für Chemie 98 (1967), S. 2089-2096 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract The title substances were synthesized using benzo[b]thiophene-3-acetic acid as an intermediate, the acid chloride of which reacted with diethylamine and N-methylpiperazine to give the corresponding N-substituted benzo[b]thiophene-3-acetamides; these were reduced by LiAlH4 to tertiary amines. The synthesis of the homologous 2-methyl compounds started from 2-methyl-3-acetyl-benzo[b]thiophene: haloform reaction gave 2-methyl-benzo[b]thiophene-3-carboxylic acid;Wolff-rearrangement of the corresponding diazomethyl ketone in the presence of secondary amines yielded various N-substituted 2-methyl-benzo[b]thiophene-3-acetamides; three of them were reduced by LiAlH4 to tertiary amines.
    Notes: Zusammenfassung Die Synthese der Titelverbindungen erfolgte über die Benzo[b]thiophen-3-essigsäure, deren Chlorid mit Diäthylamin und N-Methylpiperazin zu den entsprechenden N-substituierten Benzo[b]thiophen-3-acetamiden reagierte; diese wurden mit LiAlH4 zu tertiären Aminen reduziert. Die Synthese der homologen 2-Methylverbindungen ging vom 2-Methyl-3-acetyl-benzo[b]thiophen aus: Haloformreaktion gab 2-Methyl-benzo[b]thiophen-3-carbonsäure;Wolff-Umlagerung des entsprechenden Diazomethylketons in Gegenwart von sekundären Aminen lieferte verschiedene N-substituierte 2-Methyl-benzo[b]thiophen-3-acetamide, von denen drei mit LiAlH4 zu tertiären Aminen reduziert wurden.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01167173
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesen von kernsubstituierten N,N-Diphenyl-β-alaninen (1966)
    Springer
    Monatshefte für Chemie 97 (1966), S. 1125-1130 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract N.N-Diphenyl-β-alanines with substituents in one or in both of the phenyl groups were synthesized by reactions of the corresponding diphenylamine derivatives with β-propiolactone. Similarly diphenylamine reacted with γ-butyrolactone to give γ-(N.N-diphenylamino)-butyric acid. 4.4′-Diethyldiphenylamine and 2-chloro-6-methyldiphenylamine were prepared as starting materials for the corresponding β-alanines.
    Notes: Zusammenfassung N,N-Diphenyl-β-alanine mit Substituenten in einem oder in beiden Phenylresten wurden durch Umsetzung von entsprechenden Diphenylaminderivaten mit β-Propiolacton erhalten. In ähnlicher Weise reagierte Diphenylamin mit γ-Butyrolacton zu γ-(N,N-Diphenylamino)-buttersäure. 4,4′-Diäthyldiphenylamin und 2-Chlor-6-methyl-diphenylamin wurden als Ausgangsmaterialien für die entsprechenden β-Alanine hergestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00903561
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesen von N-substituterten o-Methylthioanilinderivaten (1966)
    Springer
    Monatshefte für Chemie 97 (1966), S. 1021-1028 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract Methylation of o-aminothiophenol gave o-methyl-mercaptoaniline, the tosylate of which was used for the preparation of N-(o-methylmercaptophenyl)-β-aminopropionic acid tosylate. Cyclization of β-(2′-methylmercapto-diphenyl)-aminopropionic acid yielded 1-(2′-methylmercaptophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline, the oxime of which was reduced to 1-(2′-methylmercaptophenyl)-4-amino-1,2,3,4-tetrahydroquinoline. N-[γ-(4′-Methylpiperazino-1′)-propyl]-2-methylmercapto-diphenylamine was prepared by direct su stitution of 2-methylmercapto-diphenylamine.
    Notes: Zusammenfassung Methylierung von o-Aminothiophenol lieferte o-Methylmercapto-anilin, dessen Tosylat zur Herstellung des Tosylates der N-(o-Methylmercaptophenyl)-β-aminopropionsäure verwendet wurde. Cyclisierung von β-(2′-Methylmercaptodiphenyl)-aminopropionsäure ergab 1-(2′-Methylmercaptophenyl)-4-oxo-1,2,3,4-tetrahydrochinolin, dessen Oxim zu 1-(2′-Methylmercaptophenyl)-4-amino-1,2,3,4-tetrahydrochinolin reduziert wurde. N-[γ-(4′-Methylpiperazinyl-1′)-propyl]-2-methylthiodiphenylamin wurde durch Direktsubstitution van 2-Methylthio-diphenylamin erhalten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00903549
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesen von Derivaten des 1-Phenyl-1,2,3,4-tetrahydrochinolins (1966)
    Springer
    Monatshefte für Chemie 97 (1966), S. 1763-1770 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract 1-Phenyl-1,2,3,4-tetrahydroquinoline derivatives with substituents (methyl, ethyl, chloro, methoxyl) in position 6 and/or 4′ were synthesized: cyclization of the corresponding diphenylaminopropionic acids yielded the 4-oxo compounds. The 4-amino derivatives were prepared by reduction of the 4-hydroximino compounds.
    Notes: Zusammenfassung 1-Phenyl-1,2,3,4-tetrahydrochinolinderivate mit Substituenten (Methyl, Äthyl, Chlor, Methoxyl) in Stellung 6 und/oder 4′ wurden dargestellt: Cyclisierung der entsprechenden β-(Diphenylamin-N)-propionsäuren lieferte die 4-Oxoverbindungen. Die 4-Aminoderivate wurden durch Reduktion der 4-Hydroximinoverbindungen hergestellt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00901453
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  • 9
    Electronic Resource
    Electronic Resource
    Eine Ringschlußreaktion zu Derivaten der β-{Benzo[b]thienyl(3)}-propionsäure (1968)
    Springer
    Monatshefte für Chemie 99 (1968), S. 715-720 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Zusammenfassung Acylierung von p-Methylthioanisol mit Bernsteinsäureanhydrid ergab γ-(2-Methylthio-5-methyl-phenyl)-γ-oxo-buttersäure, welche mit Chloressigsäure zu β-{2-Carboxy-5-methylbenzo[b]thienyl-(3)}-propionsäure ringgeschlossen wurde. Partielle Decarboxylierung lieferte β-{5-Methyl-benzo[b]-thienyl-(3)}-propionsäure. Acylation of p-methylthioanisole by succinic acid anhydride gave γ-(2-methylthio-5-methyl-phenyl)-γ-oxo-butyric acid, which reacted with chloroacetic acid to give β-{2-carboxy-5-methyl-benzo[b]thienyl-(3)}-propionic acid. Partial decarboxylation yielded β-{5-methyl-benzo[b]thienyl-(3)}-propionic acid.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00901226
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  • 10
    Electronic Resource
    Electronic Resource
    5,6-Dimethoxy- und [4,5,6-Trimethoxy-benzo[b]-thienyl-(3)]-acylamine (1968)
    Springer
    Monatshefte für Chemie 99 (1968), S. 1515-1520 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Abstract Reaction of 5.6-dimethoxy- and [4.5.6-trimethoxybenzo[b]-thienyl-(3)]-acetic acid with PCl5 gave the methoxy-substituted [benzo[b]thienyl-(3)]-acetic acid chlorides, which reacted with secondary amines to the corresponding amides. The homologous compounds with a C3-bridge were synthesized viaArndt-Eistert reaction of the diazomethyl ketone in presence of the corresponding secondary amines.
    Notes: Zusammenfassung Umsetzung von 5,6-Dimethoxy- und [4,5,6-Trimethoxy-benzo[b]thienyl-(3)]-essigsäure mit PCl5 lieferte die methoxysubstituierten [Benzo[b]thienyl-(3)]-essigsäurechloride, die mit sekundären Aminen zu den entsprechenden Amiden reagierten. Die homologen Verbindungen mit einer C3-Brücke wurden durchArndt-Eistert-Reaktion des Diazomethylketons in Gegenwart der entsprechenden sekundären Amine erhalten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00902702
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