Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Preparation of Diastereomeric β-Aryloxymethylaminoalcohols Containing Nicotinic Acid Moiety and Their Binding Affinity to β3-Adrenoreceptors

  • Kang, Seung-Kyu (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Ha, Jae-Du (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Cheon, Haye-Gyeong (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Choi, Joong-Kwoon (Medicinal Science Division, Korea Research Institute of Chemical Technology) ;
  • Hong, Chang-Sung (Department of Chemistry, Chungnam National University) ;
  • Yum, Eul-Kgun (Department of Chemistry, Chungnam National University)
  • Published : 2003.09.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Arch, J. R. S.; Kaumann, A. J. Medcinal Resarch Review 1993,13, 663. https://doi.org/10.1002/med.2610130604
  2. Arch, J. R.; Ainsworth, A. T.; Cawthorne, M. A.; Piercy, V.;Sennitt, M. V.; Thody, V. E.; Wilson, C.; Wilson, S. Nature 1984,309, 163. https://doi.org/10.1038/309163a0
  3. Lowell, B. B.; Filer, J. S. Annu. Rev. Med. 1997, 48,307. https://doi.org/10.1146/annurev.med.48.1.307
  4. Strosberg, A. D.; Pietri-Rouxel, F. Trends Pharmacol.Soc. 1996, 206, 373.
  5. Arch, J. R. S.; Wilson, S. Int. J. Obesity 1996, 20, 191.
  6. Claus, T. H.; Bloom, J. D. Annual Reports in MedicinalChemistry 1995, 30, 189. https://doi.org/10.1016/S0065-7743(08)60933-1
  7. Howe, R. Drug of the Future 1993,18, 529.
  8. Devocelle, M.; Morteux, A.; Agbossou, F.; Dormoy, J.-R.Tetrahedron Lett. 1999, 40, 4551 and references therein. https://doi.org/10.1016/S0040-4039(99)00807-2
  9. Hett, R.; Fang, Q. K.; Gao, Y.; Hong, Y.; Butler, H. T.; Nie, X.;Wald, S. A. Tetrahedron Lett. 1997, 38, 1125 and references therein. https://doi.org/10.1016/S0040-4039(97)00088-9
  10. Atkins, R. K.; Frazier, J.; Moore, L. L.; Weigel, L. O. TetrahedronLett. 1986, 27, 2451. https://doi.org/10.1016/S0040-4039(00)84553-0
  11. Mathvink, R. J.; Tolman, S. M.; Chitty, D.; Candelore, M. R.;Cascieri, M. A.; Colwell, L. F.; Deng, J. L.; Feeney, W. P.; Forrest,M. J.; Hom, G. J.; MacIntyre, D. E.; Miller, R. R.; Stearns, P. A.;Tota, L.; Wyvratt, M. J.; Fisher, M. H.; Weber, A. E. J. Med.Chem. 2000, 43, 3832. https://doi.org/10.1021/jm000286i
  12. Biftu, T.; Feng, D. D.; Ling, G. B.; Kuo, H.; Qina, X.; Naylor, E.M.; Colandrea, V. J.; Candelore, M. R.; Casieri, M. A.; Colwell, L.F.; Forrest, M. J.; Hom, G. J.; MacIntyre, D. E.; Miller, R. R.;Stearns, P. A.; Tota, L.; Wyvratt, M. J.; Fisher, M. H.; Weber, A. E.Bioorg. Med. Chem. Lett. 2000, 10, 1431. https://doi.org/10.1016/S0960-894X(00)00268-7
  13. Ok, H. O.; Reigle, L. B.; Candelore, M. A.; Colwell, L. F.;Deng, L.; Feeney, W. P. F.; Forrest, M. J.; Hom, G. J.; MacIntyre,D. E.; Strader, C. D.; Tota, L.; Wang, M. J.; Wyvratt, M. J.; Fisher,M. H.; Weber, A. E. Bioorg. Med. Chem. Lett. 2000, 10, 1531. https://doi.org/10.1016/S0960-894X(00)00277-8
  14. Shih, T. L.; Candelore, M. R.; Cascieri, M. A.; Chiu, S. L.;Colwell, L. F.; Deng, J. L.; Feeney, W. P.; Forrest, M. J.; Hom, G.J.; MacIntyre, D. E.; Miller, R. R.; Stearns, P. A.; Tota, L.;Wyvratt, M. J.; Fisher, M. H.; Weber, A. E. Bioorg. Med. Chem.Lett. 1999, 9, 1251. https://doi.org/10.1016/S0960-894X(99)00182-1
  15. Naylor, E. M.; Parmee, E. R.; Colandrea,V. J.; Perkins, L.; Brockunier, L.; Candelore, M. R.; Cascieri, M.A.; Colwell, L. F.; Mathvink, R. J.; Deng, J. L.; Feeney, W. P.;Forrest, M. J.; Hom, G. J.; MacIntyre, D. E.; Strader, C. D.; Tota,L.; Wang, P.-R.; Wyvratt, M. J.; Fisher, M. H.; Weber, A. E.Bioorg. Med. Chem. Lett. 1999, 9, 755. https://doi.org/10.1016/S0960-894X(99)00072-4
  16. Parmee, E. R.; Naylor,E. M.; Perkins, L.; Colandrea, V. J.; Ok, H. O.; Colandrea, V. J.;Cascieri, M. A.; Deng, J. L.; Feeney, W. P.; Forrest, M. J.; Hom,G. J.; MacIntyre, D. E.; Miller, R. R.; Stearns, R. A.; Strader, C.D.; Tota, L.; Wang, P.-R.; Wyvratt, M. J.; Fisher, M. H.; Weber, A.E. Bioorg. Med. Chem. Lett. 1999, 9, 749. https://doi.org/10.1016/S0960-894X(99)00073-6
  17. Mathvink, R. J.; Barritta, A. M.; Candelore, M. R.; Cascieri, M.A.; Deng, L.; Tota, L.; Strader, C. D.; Wyvratt, M. J.; Fisher, M.H.; Weber, A. E. Bioorg. Med. Chem. Lett. 1999, 9, 1869. https://doi.org/10.1016/S0960-894X(99)00277-2
  18. Yum, E. K.; Kang, S. K.; Choi, J.-K. Bull. Korean Chem. Soc.2001, 22, 644.
  19. Sher, P. M.; Plainsboro, N. J. 1996, US5,488,064.
  20. Fisher, M. H.; Amend, A. M.; Bach, T. J.; Baker, J. M.; Brady, E.J.; Candelore, M. R.; Carroll, D.; Cascieri, M. A.; Chiu, S.-H. L.;Deng, L.; Forrest, M. J.; Hegarty-Friscino, B.; Guan, X.-M.; Hom,G. J.; Hutchins, J. E.; Kelly, L. J.; Mathvik, R. J.; Metzger, J. M.;Miller, R. R.; Ok, H. O.; Parmee, E. R.; Saperstein, R.; Strader, C.D.; Stearns, R. A.; Thompson, G. M.; Tota, L.; Vicario, P. P.;Weber, A. E.; Woods, J. W.; Wyvratt, M. J.; Zafian, P. T.;MacIntyre, D. E. J. Clin. Invest. 1998, 101, 2387. https://doi.org/10.1172/JCI2496
  21. McClure, D. E.; Arison, B. H.; Baldwin, J. J. J. Am. Chem.Soc. 1979, 101, 3666. https://doi.org/10.1021/ja00507a047
  22. Klunder, J. M.; Onami, T.; Sharples, K.B. J. Org. Chem. 1989, 54, 1295. https://doi.org/10.1021/jo00267a014
  23. Fisher, M. H.; Parmee, E. R.;Mathvink, R. J.; Weber, A. E.; Ok, H. O. 1994, EP 0611003A1.

Cited by

  1. Synthesis of Aromatic Ring Fused Pyrrole Derivatives by Palladium-catalyzed Annulation of o-Iodoarylamines with Allyl Acetate vol.63, pp.3, 2004, https://doi.org/10.3987/COM-03-9965
  2. Synthesis of Tetrahydrocarbazole Derivatives as Potent β3-Adrenoceptor Agonists vol.25, pp.12, 2004, https://doi.org/10.5012/bkcs.2004.25.12.1784
  3. Synthesis of 4-Phenylamino-3-vinylquinoline Derivatives as Gastric H+/K+-ATPase Inhibitors vol.25, pp.7, 2003, https://doi.org/10.5012/bkcs.2004.25.7.1091
  4. Preparation of Diastereomeric β-Aryloxymethylaminoalcohols Containing Nicotinic Acid Moiety and Their Binding Affinity to β3-Adrenoreceptors. vol.35, pp.9, 2003, https://doi.org/10.1002/chin.200409118