Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Pyrazoloquinolines as Gastric $H^+/K^+$-ATPase Inhibitors

  • Published : 1998.06.20
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Abstract

A series of 1-aryl-lH-pyrazolo[4,3-c]quinolines and 2-aryl-2H-pyrazolo[4,3-c]quinolines are prepared by reacting 3-acyl-4-chloroquinolines in ethanol or 3-acyl-4(lH)-quinolone in acetic acid with appropriate hydrazines as possible anti-ulcer agents. A regiospecific synthesis of 1-aryl-lH-pyrazolo[4,3-c]quinolines is also achieved. The central pyridine ring could be easily reduced by catalytic hydrogenation.

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References

  1. Preliminary account of this work was presented at AIMCS 97 v.PA3 Kalayanov, G. D.;Kang, S. K.;Cheon, H. G.;Lee, S. G.;Yum, E. K.;Kim, S. S.;Choi, J.-K.
  2. Onkeave of absence from Physical-Chemical Institute
  3. In Comprehensive Hterocyclic Chemistry v.5 Elguero. J.;Katrizky, A. R.(ed.);Rees, C. W.(ed)
  4. J. Med. Chem. v.30 Pallazino, G.;Cecchi, L.;Melani, F.;Colotta, V.;Filacchioni, G.;Marini, C.;Lucacchini, A.
  5. Bull. Chem. Soc. Jpn. v.66 Mekheimer, R.;Ahmed, E. Kh.;Kharrab, A. F.
  6. Exp. Opin. Ther. Patents v.6 no.1 Moder, K. D.
  7. J. Med. chem. v.33 Brown, T. H.;Ife, R. J.;Keeling, D. J.;Laing, S. M.;Leach, C. A.;Parsonc, M. E.;Price, C. A.;Reavill, D. R.;Wiggall, K. J.
  8. In Comprehensive Organic Chemistry. The Systhesis and Reaction of Organic Compounds v.2 Nitro and Nitroso Compound Coombes, R. G.;Barton, D.(ed.);Ollis, W. D.(ed.)
  9. Eur. Patent 0 259174 Ilfe, R. J.;Brown, T. H.;Leach, C. A.
  10. The differences in chemical shifts were generally 0.13-0.27 expept for α-methylene protons of 4-substituted compound which were-0.03-0.09
  11. This peak sometines appeared as doublet of doublet with small second coupling conatant of approximatrly 1Hz.
  12. J. Heterocycl. Chem. v.29 Sicker, D.
  13. Heterocycles v.45 Kalayanov, G. D.;choi, J.-K.
  14. J. Applied Pharmacol v.3 Cheon, H. G.;Kim. H. J.;Yum, E. K.;Cho, S. Y.;Kim, D. Y.;Yang, S.-I.