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Synthesen neuer Chinolon-Chemotherapeutika, 1. Mitt.: Pyridochinoline und Pyridophenanthroline als “lin-benzo-Nalidixinsäure”-Derivate

Syntheses of novel quinolone-chemotherapeutics, I: Pyridoquinolines and pyridophenanthrolines as derivatives of “lin-benzo-nalidixic acid”

  • Organische Chemie Und Biochemie
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Abstract

Expansion of nalidixic acid (NA) has been accomplished by linear insertion of a benzo-ring between the two pyrido moieties. The resulting compounds exhibit antibacterial activity comparable toNA and are highly fluorescent. The regioselective hydrogenation of 1,7-phenanthrolines was studied.

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Literatur

  1. Albrecht R (1977) Prog Drug Res 21: 9;

    Google Scholar 

  2. Caesar M, Stille W (1984) Die Chemotherapeutika der Nalidixinsäure-Gruppe. W Zuckschwerdt Verlag, München

    Google Scholar 

  3. Smith JT (1986) Infection 14 (Suppl 1): S3-S15

    Google Scholar 

  4. Leonard NJ (1982) Acc Chem Res 15: 128;

    Google Scholar 

  5. Leonard NJ, Hiremath SP (1986) Tetrahedron 42: 1917

    Google Scholar 

  6. Schneller SH,Christ HJ (1982) Lect Heterocyclic Chem 6: S139

  7. Cuny E, Lichtenthaler FW, Jahn U (1981) Chem Ber 114: 1624

    Google Scholar 

  8. Rodgers GR, Neish WJP (1986) Monatsh Chem 117: 879

    Google Scholar 

  9. Yamabe S (1976) J Antimicrob Chemother 2: 299;

    Google Scholar 

  10. Hagenbach A (1980) Europ Pat 27 904 [Chem Abstr (1981) 95: 132852a];

  11. (1972) Japan JP 47/42837 [Chem Abstr (1973) 78: 43293a];

  12. (1974) Japan Kokai 74 55,699 [Chem Abstr (1975) 82: 156247];

  13. Tanaka Y,Nagata T (1978) Jap Kokai 78 28196 [Chem Abstr (1978) 89: 109573c]

  14. Marckwald W (1893) Ann Chem 274: 356

    Google Scholar 

  15. Agui H, Mitani T, Nakasita M, Nakagome T (1971) J Heterocycl Chem 8: 357

    Google Scholar 

  16. Döbner O, Miller WU (1884) Chem Ber 17: 1698

    Google Scholar 

  17. Alperovich MA, Ushenko IK, Tyurina LN (1959) Zh Obshch Khim 29: 3376;

    Google Scholar 

  18. Winterbottom R (1939) J Am Chem Soc 62: 160;

    Google Scholar 

  19. Filippi J (1968) Bull Soc Chim Fr 259.

  20. Dziomko VM,Krasarin JA (1967) Khim Getero Soedin: 281 [Chem Abstr (1969) 70: 77748]

  21. Bangdiwala BP, Desai CM (1954) J Ind Chem Soc 31: 927

    Google Scholar 

  22. Jacini G (1939) Gazz Chim Ital 69: 405

    Google Scholar 

  23. Eckhard IF, Fielden R, Summers LA (1975) Austr J Chem 28: 1149;

    Google Scholar 

  24. Cardellini H, Cingolam GM, Claudi F, Cristalli C, Gulini U, Martelli S (1982) J Org Chem 47: 688;

    Google Scholar 

  25. Sykes WO (1960) J Chem Soc 4583;

  26. Searles AL, Warren RM (1953) J Org Chem 18: 1317

    Google Scholar 

  27. Karrer P, Pletscher A, Manz W (1947) Helv Chim Acta 30: 1146

    Google Scholar 

  28. Über Chinolone, welche sich von20 ableiten, wird später berichtet werden

  29. Molchowski J, Slina W (1974) Rosz Chem 48: 1469

    Google Scholar 

  30. Perkampus HH, Kassebeer G (1966) Ann Chem 696: 1

    Google Scholar 

  31. Vincent WR, Schulmann SG, Midgley JM, van Oort WJ, Sorel RHA (1981) Int J Pharm 9: 191

    Google Scholar 

  32. Für Details zur Methodik der Tests sowie der untersuchten Stämme siehe:Smith JT (1984) Eur J Clin Microbiol 3: 347

    Google Scholar 

  33. Smith CR (1930) J Am Chem Soc 52: 397;

    Google Scholar 

  34. Manske RH, Kulka M (1953) Org Reactions 7: 59–98

    Google Scholar 

  35. Utermohlen HP (1943) J Org Chem 8: 544

    Google Scholar 

  36. Eifert RL, Hamilton CS (1955) J Am Chem Soc 77: 1818

    Google Scholar 

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Jordis, U., Sauter, F., Rudolf, M. et al. Synthesen neuer Chinolon-Chemotherapeutika, 1. Mitt.: Pyridochinoline und Pyridophenanthroline als “lin-benzo-Nalidixinsäure”-Derivate. Monatsh Chem 119, 761–780 (1988). https://doi.org/10.1007/BF00809690

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  • DOI: https://doi.org/10.1007/BF00809690

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