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Korean Chemical Society (대한화학회)
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Synthesis and SAR of Benzimidazole Derivatives Containing Oxycyclic Pyridine as a Gastric $H^+/K^+$-ATPase Inhibitors

  • Published : 20011100
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Abstract

A series of benzimidazole derivatives containing oxycyclic pyridine was prepared and evaluated for their gastric H+ /K+ -ATPase inhibitory activity. Several of the synthesized compound exhibited potent antisecretion in pylorus-ligated rats when administered intradoudenally. Their inhibitory activities were equivalent or comparable to omeprazole.

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References

  1. Durg News Perspect v.1 Prous, J. R.
  2. Scad. J. Gastroenterol. Suppl. v.21 Sach, G.
  3. Clinical Therapeutic v.22 Pharmd, J. H.
  4. J. Med. Chem. v.29 Lindberg, P.;Nordberg, P.;Alminger, T.;Brandstrom, A.;Wallmark, B.
  5. Scand. J. Gastroentrol. Suppl. v.20 Cederberg, C.;Ekenved, G.;Lind, T.;Olbe, L.
  6. Acta Chem. Scand. v.43 Bransrom, A.;Linberg, P.;Bergman, A.;Aliminer, T.;Ankner, K.;Junggren, U.;Lamm, B.;Nordberg, P.;Erickson, M.;Grundevik, I.;Haign, I.;Hoffmann, K. J.;Johansson, S.;Larsson, S.;Lofberg, I.;Ohlson, K.;Presson, B.;Skanberg, I.;Tekebergs, H.
  7. J. Chem. Soc., Chem. Commun. Figala, V.;Klemm, K.;Kohl, B.;Kruger, U.;Rainer, H.;Schaefer, H.;Senn-Bilfinger, J.;Sturm, E.
  8. J. Org. Chem. v.52 Strum, E.;Kruger, U.;Senn-Bilfinger, J.;Figala, V.;Klemm, K.;Kohl, B.;Rainer, G.;Schaefer, H.;Blake, T. J.:Darkin, D. W.;Ife, R. J.;Leach, C. A.;Mitchell, R. C.;Pepper, E. S.;Salter, C. J.;Viney, N. J.;Huttner, G.;Zsolnai, L.
  9. J. Org. Chem. v.52 Senn-Bilfinger, J.;Kruger, U.;Strum, E.;Figala, V.;Klemm, K.;Kohl, b.;Rainer, G.;Schaefer, H.;Blake, T. J.;Darkin, D. W.;Ife, R. J.;Leach, C. A.;Huttner, G.;Zsolnai, L.
  10. Scand. J. Gastroenterol. Suppl. v.20 Brandstrom, A.;Lindberg, P.;Junggren, U.
  11. Drugs v.32 Clissold, S. P.;Campoli-Richards, D. M.
  12. Gut v.28 Penston, J.;Wormsley, K. G.
  13. Eur. J. Clin. Invest. v.20 Hakanson, R.;Sundler, F.
  14. Digestion v.35 Creutzfeldt, W.;Stockmann, F.;Conion, J. M.;Folsch, U. R.;Bonatz, G.;Wulfrath, M.
  15. Gastroenterology v.90 Larsson, H.;Carlsson, E.;Mattsson, H.
  16. Trends Pharmscol. Sci. v.8 Lindberg, P.;Brandstorm, A.;Wallmark, B.
  17. J. Med. Chem. v.29 Lindberg, P.;Nordberg, P.;Alminger, T.;Brandstrom, A.;Wallmark, B.
  18. J. Chem. Soc., Chem, Commun Figala, V.;Kelmn, K.;Kohl, B.;Kruger, U.;Rainer, G.;Schaefer, H.;Stenn-Ilfinger, J.;Sturm, E.
  19. Biochem. Biophys. Res. Commun. v.128 Rackur, G.;Bickel, M.;Eehlhaber, H.-W.;Herling, A.;Hitzel, V.;Lang, H.-J.;Rosner, M.;Weyer, R.
  20. J. Med. Chem. v.41 Kuhler, T. C.;Swanson, M.;Scherbuchin, V.;Lasson, H.;Mellgard, B.;Sjostrom, J.-E.
  21. J. Med. Chem. v.39 Masaki, Y.;Takeshi, Y.;Masamichi, M.;Tsunehiro, H.;Koichiro, Y.;Yasushi, H.;Mine, K.;Masaki, S.
  22. Chem, Pharm. Bull. v.43 Yamada, S.;Goto, T.;Yamaguchi, T.;Aigara, K.;Kogi, K.;Narita, S.;
  23. J. Med. Chem. v.35 Weidmann, K.;Herling, A. W.;Lang, H.-J.;Scheunemann, K.-H.Rippel, R.;Nimmesgern, H.;Scholl, T.;Bickel, M.;Metzger, J.
  24. Comprehensive Medicinal Chemistry v.6 Sammes, P. G.;Taylor, J. B.;Drayton, C. J.(ed.)
  25. Bull. Korean Chem. Soc. v.19 Cho, S. Y.;Kang, S. K.;Park, K.-H.;Kim, S. S.;Cheon, H.-G.;Hwang, K.-J.;Yum, E. K.
  26. Heterocycles v.43 Cho, S. Y.;Kim, S. S.;Park, K.-H.;Kang, S. K.;Choi, J.-K.;Hwang, K-J.;Yum, E. K.
  27. Bull. Korean Chem. Soc. v.20 Kang, S. K.;Yum, E. K.
  28. Synthetic Commun. v.18 Evans, J. M.;Stemp, G.
  29. Heterocycles v.35 Gribble, G.;Saulnier, M. G.
  30. Arch. Pharm. Res. v.19 Cheon, H.-G.;Yum, E. K.;Kim, S. S.
  31. The Journal of Applied Pharmacoloy v.3 Cheon, H.-G.;Kim, H. J.;Yum, E. K.;Cho, S. Y.;Kim, D. Y.;Yang, S. I.
  32. Anal. Biochem. v.72 Bradford, M. M.
  33. Biochem. Biophys. Res. Commun v.40 Yoda, A.;Hokin, L. E.
  34. Gastroentorology v.26 Shay, M.;Sun, O. C. H.;Gruenstein, M.

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