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  • Electronic Resource  (8)
  • 1985-1989  (2)
  • 1970-1974  (6)
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  • Electronic Resource  (8)
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  • 1
    Electronic Resource
    Electronic Resource
    Chromane, XVIII Synthese von 7α-Methyl-6-oxa-östron (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 3313-3328 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chromanes, XVIII Synthesis of 7α-Methyl-6-oxaestroneReaction of 7-methoxy-2-methyl-4-oxochromane with vinylmagnesium bromide and then with 2-methyl-1.3-dioxocyclopentane resulted in the formation of 3-methoxy-7-methyl-17-oxo-6-oxaestra-1.3.5(10).8.14-pentaene (4b). Its catalytic hydrogenation led solely to the C//D-cis compounds 5 and 6. Only after hydrogenation of the 17-oxo group in 4b with sodium boron hydride to 8b did the catalytic hydrogenation yield the C//D-trans series 9b→10b→11b→7α-methyl-6-oxaestrone methyl ether (12b). An analogous sequence beginning with the tetrahydropyranyl ether 4c led via 8c→9c→10c→11a to 7α-methyl-6-oxaestrone (12a).
    Notes: Umsetzung von 7-Methoxy-2-methyl-chromanon-(4) mit Vinylmagnesiumbromid und dann mit 2-Methyl-cyclopentandion-(1.3) gab 3-Methoxy-7-methyl-6-oxa-östrapentaen-(1.3.5(10).8.14)-on-(17) (4b). Dessen katalytische Hydrierung ergab nur die C//D-cis-verknüpften Verbindungen 5 und 6. Erst nach Natriumborhydrid-Reduktion der 17-Ketogruppe in 4b zu 8b führte die katalytische Hydrierung in die C/D-trans-verknüpfte Reihe 9b→10b→11b→7α-Methyl-6-oxa-östron-methyläther (12b). Eine analoge Reaktionsfolge mit dem Tetrahydropyranyläther 4c lieferte auf dem Wege 8c→9c→10c→11a 7α-Methyl-6-oxa-östron (12a).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711041035
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  • 2
    Electronic Resource
    Electronic Resource
    Trypanocide Diamidine mit drei Ringen in zwei isolierten Ringsystemen (1972)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 760 (1972), S. 37-87 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Trypanocidal Diamidines with Three Rings in Two Isolated Ring SystemsDiamidines are synthesized, which are derived of type A of 6- or 5-amidino-2-[4-amidino-phenyl]-thionaphthene or -benzofuran by further variation of the condensed five-membered ring, by insertion of a bridge of one or two atoms between the two ring systems and by variation of the amidino groups. - Only 5-amidino-2-[4-amidinophenyl]-indazole (4c) and -benztriazole (10d) retained the outstanding trypanocidal properties of type A.
    Notes: Es werden Diamidine synthetisiert, welche sich vom Typ A des 6- oder 5-Amidino-2-[4-amidino-phenyl]-thionaphthens oder -benzofurans dadurch ableiten, daß der annelierte Fünfring weiter variiert wird, daß ein- und zweigliedrige Brücken zwischen die beiden Ringsysteme eingeschoben werden, und daß die flankierenden Amidino-Gruppen abgewandelt werden. - Nur bei 5-Amidino-2-[4-amidino-phenyl]-indazol (4c) und -benztriazol (10d) bleiben die hervorragenden trypanociden Eigenschaften des Typs A erhalten.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19727600105
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  • 3
    Electronic Resource
    Electronic Resource
    Trypanocide Diamidine des 2-Phenyl-benzofurans, 2-Phenyl-indens und 2-Phenyl-indols (1971)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 749 (1971), S. 68-89 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Trypanocide Diamidines of 2-Phenylbenzofuran, 2-Phenylindene and 2-PhenylindoleDiamidines with the amidino-groups in 4′.5- and 4′.6-position of the ring skeletons of 2-phenylbenzofuran (4e, 5e, 3e), of 2-phenylindene (10d, 16a, 16b, 16c, 16d), of 2-phenyl-2.3-dihydroindene (17b) and of 2-phenylindole (18l, 18n, 18p, 19d, 19e) are synthesized; the 3′.5- and 3′.6-diamidines 18m, 18o of 2-phenylindole are also prepared. - The activity of 4′.5-diamidine 4e of 2-phenylbenzofuran against Trypanosoma rhodesiense surpasses all others. The spectrum of activity of diamidines of 2-phenylindene resembles that of the diamidines of 2-phenylthionaphthene with the main activity against T. gambiense. The 4′.6-diamidine 18n of 2-phenylindole exhibits the highest and rarely found activity against T. congolense.
    Notes: Es werden Diamidine synthetisiert, welche die Amidino-Gruppen in 4′.5- bzw. 4′.6-Stellung der Ringgerüste des 2-Phenyl-benzofurans (4e, 5e und 3e), des 2-Phenyl-indens (10d, 16a, 16b, 16c, 16d), des 2-Phenyl-2.3-dihydro-indens (17b) sowie des 2-Phenyl-indols (18l, 18n, 18p, 19d, 19e) enthalten; von letzterem werden außerdem die 3′.5- bzw. 3′.6-Diamidine (18m bzw. 18o) dargestellt. - Das 4′.5-Diamidin 4e des 2-Phenyl-benzofurans besitzt eine überragende Wirksamkeit gegen Trypanosoma rhodesiense. Die Diamidine des 2-Phenylindens haben ein Wirkungsspektrum wie jene des 2-Phenyl-thionaphthens mit dem Schwerpunkt gegen T. gambiense, und das 4′.6-Diamidin 18n des 2-Phenyl-indols besitzt eine überragende, seltene Wirksamkeit gegen T. congolense.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19717490110
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  • 4
    Electronic Resource
    Electronic Resource
    Trypanocide Diamidine mit vier Ringen in einem oder zwei Ringsystemen (1973)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1973 (1973), S. 1112-1140 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Trypanocidal Diamidines with Four Rings in One or Two Ring SystemsThe trypanocidal properties of diamidines of type A are diminished by rigidity of the skeleton and by its enlargement, as was shown by preparation of diamidines with the following skeletons: 10H-[1]benzothieno[3,2-b]indole (1c); chrysene (4g); cis-4b,5,6,10b,11,12-hexa-hydrochrysene (8g); 2-(2-benzofuranyl)indole (10c, 11c); 2-naphthylbenzo[b]thiophene (12d), 1-phenylnaphtho[2,1-b]thiophene (18c); bis(2-benzofuranyl)-methane (24d), -ethylenes (25c, 28c, 31c) and -ethanes (29b, 30b).
    Notes: Die trypanociden Eigenschaften der Diamidine vom Typ A werden durch Starrheit des Molekülgerüstes und durch seine Flächenvergrößerung beeinträchtigt, wie sich durch die Darstellung von Diamidinen mit folgenden Gerüsten zeigen ließ: 10H-[1]Benzothieno-[3,2-b]indol (1c); Chrysen (4g); cis-4b,5,6,10b,11,12-Hexahydrochrysen (8g); 2-(2-Benzofuranyl)indol (10c, 11c); 2-Naphthylbenzo[b]thiophen (12d); 1-Phenylnaphtho[2,1-b]thiophen (18c); Bis(2-benzofuranyl)-methan (24d), -äthylene (25c, 28c, 31c) und -äthane (29b, 30b).
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197319730708
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  • 5
    Electronic Resource
    Electronic Resource
    Gegen Malaria wirksame 6-Aminochinoline, II. 6-[ω-Diäthylamino-alkylamino]- und 6-[ω-Amino-alkylamino]-5.8-dimethoxy-chinaldine (1971)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 744 (1971), S. 119-128 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Antimalarial 6-Aminoquinolines, II. 6-[ω-Diethylaminoalkylamino]- and 6-[ω-Aminoalkyl-amino]-5,8-dimethoxyquinaldinesTwelve derivatives of 6-amino-5,8-dimethoxyquinaldine with the basic side chains (C2H5)2N—(CH2)n—NH (n = 2, 3; 15, 16) and H2N—(CH2)n—CHR—NH— (n = 1 - 9, R = H, CH3; 21a-k) in the 6-position are prepared with the aim of studying the influence of the basic side chain on malarial activity and toxicity of the 6-aminoquinolines.
    Notes: Zwölf in 6-Stellung basisch alkylierte 6-Amino-5.8-dimethoxy-chinaldine mit den Seiten-ketten (C2H5)2N—(CH2)n—NH— (n = 2, 3; 15, 16) und H2N—(CH2)n—CHR—NH—(n = 1—9, R = H, CH3; 21a-k) wurden synthetisiert, um den Einfluß der basischen Seitenkette auf Malaria-Wirksamkeit und Toxizität der 6-Amino-chinoline zu untersuchen.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19717440115
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  • 6
    Electronic Resource
    Electronic Resource
    Mehrkernige Thiophene, VIII1) Trypanocide Diamidine des 2-Phenyl-thionaphthens (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 23-45 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polynuclear Thiophenes, VIII1). Trypanocidal Diamidines of 2-Phenyl-thionaphtheneThe diamidines of 2-phenyl-thionaphthene with the amidino groups in the positions 4′, 6 (7), 4′,5 (19e), 3′.6 (12g) and 3′,5 (14g) are synthesized. The 1.1-dioxides 20b and 22b of the 4′,6-and of the 4′,5-diamidines are also prepared as well as the corresponding 1,1-dioxides hydrogenated in 2,3-position (21b, 23b). - Both the 4′,6- and the 4′,5-diamidine exhibit in mice a general and outstanding trypanocidal activity which culminates for the 4′,6-compound 7 in the highest activity against T. gambiense.
    Notes: Die Diamidine des 2-Phenyl-thionaphthens mit den Amidinogruppen in 4′.6-(7), 4′.5-(19e), 3′.6-(12g) und 3′.5-Stellung (14g) werden synthetisiert. Vom 4′.6- und vom 4′.5-Diamidin werden die 1.1-Dioxide (20b, 22b) sowie deren 2.3-Dihydro-Derivate (21b, 23b) hergestellt. - Das 4′.6- und das 4′.5-Diamidin zeigen im Mäuseversuch ein ausgezeichnetes trypanocides Wirkungsspektrum (Tab. 1), worin die 4′.6-Verbindung 7 die höchste Wirksamkeit gegen T. gambiense aufweist.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340104
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesen antileukämischer (Indolylvinyl)indole (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 2164-2178 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Syntheses of Antileukemic (Indolylvinyl)indolesThe dinitrile 8a with the skeleton of 2-[(E)-2-(2-indolyl)vinyl]indole is synthesized by various routes; by a simple procedure [(6-cyano-2-indolyl)methyl]- and [(5-cyano-2-indolyl)methyl]triphenylphosphonium bromide (4d and 5c) are prepared and with them the dinitriles 8a, 9a, and 10a and further the derived antileukemic imidazolinyl compounds 8b, 9b, and 10b. With the isomeric skeletons of 6-[(E)-2-(2-indolyl)vinyl]indole and of 6-[(E)-2-(6-indolyl)vinyl]indole the imidazolinyl compounds 18b and 19b are synthesized.
    Notes: Das Dinitril 8a mit dem Gerüst des 2-[(E)-2-(2-Indolyl)vinyl]indols wird auf verschiedenen Wegen synthetisiert; in einfacher Verfahrensweise werden [(6-Cyan-2-indolyl)methyl]- und [(5-Cyan-2-indolyl)methyl]triphenylphosphoniumbromid (4d und 5c) dargestellt und mit ihnen die Dinitrile 8a 9a und 10a sowie ferner die zugehörigen, antileukämischen Imidazolinyl-Verbindungen 8b, 9b und 10b. Mit den isomeren Gerüsten des 6-[(E)-2-(2-Indolyl)-vinyl]indols und des 6-[(E)-2-(6-Indolyl)vinyl]indols werden die Imidazolinyl-Verbindungen 18b und 19b synthetisiert.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619861210
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  • 8
    Electronic Resource
    Electronic Resource
    Synthese antileukämischer Indolylvinyl-1-benzofurane und-benzo[b]thiophene (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 438-455 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Antileukemic Indolylvinyl-1-benzofurans and -benzo[b]thiophenes2-[2-(Indol-2-yl)vinyl]-1-benzofuran and -benzo[b]thiophene compounds 6-13 and 18-22 with terminal amidinium or imidazolinium groups were synthesized; in their antileukemic activity in mice they surpass the isosteric 2,2′-vinylenebis(1-benzofuran) and -(benzo[b]-thiophene) compounds.
    Notes: 2-[2-(Indol-2-yl)vinyl]-1-benzofuran- und -benzo[b]thiophen-Verbindungen 6-13 und 18-22 mit endständigen Amidinium- oder Imidazolinium-Gruppen wurden synthetisiert; in ihrer antileukämischen Wirksamkeit übertreffen sie bei der Maus die isosteren 2,2′-Vinylenbis(1-benzofuran)- und -(benzo[b]thiophen)-Verbindungen.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619860304
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