Design of selective phenylglycine amide tissue factor/factor VIIa inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 15, Issue 3, 2005, Pages 817-822

  Groebke Zbinden, Katrin ^a   Banner, David W ^a   Ackermann, Jean ^a   D'Arcy, Allan ^a   Kirchhofer, Daniel ^a   Ji, Yu Hua ^a   Tschopp, Thomas B ^a   Wallbaum, Sabine ^a   Weber, Lutz ^a  

^a F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ANTICOAGULANT AGENT; BLOOD CLOTTING FACTOR 7A INHIBITOR; PHENYLGLYCINE AMIDE TISSUE FACTOR INHIBITOR; RECOMBINANT THROMBOPLASTIN; SERINE PROTEINASE; UNCLASSIFIED DRUG;

ANTICOAGULATION; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DRUG ACTIVITY; DRUG DESIGN; DRUG PROTEIN BINDING; DRUG SELECTIVITY; DRUG STRUCTURE; HUMAN; MOLECULAR MODEL; PLASMA; STRUCTURE ANALYSIS; X RAY ANALYSIS;

DRUG DESIGN; FACTOR VIIA; FIBRINOLYTIC AGENTS; GLYCINE; HUMANS; KINETICS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SERINE PROTEINASE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP; THROMBOPLASTIN;

EID: 12444330287     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.10.092     Document Type: Article

References (43)

1. C.J. Murray, and A.D. Lopez Lancet 349 1997 1269 1276
2. E. Braunwald, R.M. Califf, C.P. Cannon, K.A. Fox, V. Fuster, W.B. Gibler, R.A. Harrington, S.B. King, N.S. Kleimann, P. Theroux, E.J. Topol, F. Van de Werf, H.D. White, and J.T. Willerson Am. J. Med. 108 2000 41 53
3. Y. Nemerson Sem. Hematol. 29 1992 170 176
4. T.S. Edgington, C.D. Dickinson, and W. Ruf Thromb. Haemost. 78 1997 401 405
5. J.N. Wilcox, K.M. Smith, S.M. Schwartz, and D. Gordon Proc. Natl. Acad. Sci. 86 1989 2839 2843
6. T.S. Edgington, N. Mackmann, K. Brand, and W. Ruf Thromb. Haemost. 66 1991 67 79
7. B.H. Annex, S.M. Denning, K.M. Channon, M.H. Sketch Jr., R.S. Stack, J.H. Morrissey, and K.G. Peters Circulation 91 1995 619 622
8. P.R. Moreno, V.H. Bernardi, J. Lopez-Cuellar, A.M. Murcia, I.F. Palacios, H.K. Gold, R. Mehran, S.K. Sharma, Y. Nemerson, V. Fuster, and J.T. Fallon Circulation 94 1996 3090 3097
9. J.D. Marmur, S.V. Thiruvikraman, B.S. Fyfe, A. Guha, S.K. Sharma, J.A. Ambrose, J.T. Fallon, Y. Nemerson, and M.B. Taubman Circulation 94 1996 1226 1232
10. J. Himber, C.J. Refino, L. Bucklen, and S. Roux Thromb. Haemost. 85 2001 475 481
11. J. Himber, D. Kirchhofer, M. Riederer, T.B. Tschopp, B. Steiner, and S.P. Roux Thromb. Haemost. 78 1997 1142 1149
12. O.D. Suleymanov, J.A. Szalony, A.K. Salyers, R.M. LaChance, J.J. Parlow, M.S. South, R.S. Wood, and N.S. Nicholson J. Pharmacol. Exp. Ther. 306 2003 1115 1121
13. J.A. Szalony, B.B. Taite, T.J. Girard, N.S. Nicholson, and R.M. LaChance J. Thromb. Thrombol. 14 2002 113 121
14. P. Zoldhelyi, J. McNatt, H.S. Shelat, Y. Yamamoto, Z.-Q. Chen, and J.T. Willerson Circulation 101 2000 289 295
15. P. Golino, M. Ragni, P. Cirillo, D. D'Andrea, A. Scognamiglio, A. Ravera, C. Buono, M. Ezban, N. Corcione, F. Vigorito, M. Condorelli, and M. Chiariello Circ. Res. 82 1998 39 46
16. R.F. Kelley, C.J. Refino, M.P. O'Connell, N. Modi, P. Sehl, D. Lowe, C. Pater, and S. Bunting Blood 89 1997 3219 3227
17. L. De Guzman, C.J. Refino, H. Steinmetz, S. Bullens, T. Lipari, R. Smyth, D. Eaton, and S. Bunting Thromb. Haemost. Suppl. 292 1997
18. L.A. Harker, S.R. Hanson, J.N. Wilcox, and A.B. Kelly Haemostasis 26 Suppl. I 1996 76 82
19. A.B. Pawashe, P. Golino, G. Ambrosio, F. Migliaccio, M. Ragni, I. Pascucci, M. Chiariello, R. Bach, A. Garen, W.K. Konigsberg, and M.D. Ezekowitz Circ. Res. 74 1994 56 63
20. Review: L.A. Robinson, and E.M.K. Saiah Annu. Rep. Med. Chem. 37 2002 85 94
21. J.J. Parlow, R.G. Kurumbail, R.A. Stegeman, M.A. Stevens, W.C. Stallings, and M.S. South J. Med. Chem. 46 2003 4696 4701
22. J.J. Parlow, B.L. Case, T.A. Dice, R.L. Fenton, M.J. Hayes, D.E. Jones, W.L. Neumann, R.S. Wood, R.M. LaChance, T.J. Girard, N.S. Nicholson, M. Clare, R.A. Stegemann, A.M. Stevens, W.C. Stallings, R.G. Kurumbail, and M.S. South J. Med. Chem. 46 2003 4050 4062
23. J.J. Parlow, T.A. Dice, R.M. LaChance, T.J. Girard, A.M. Stevens, R.A. Stegemann, W.C. Stallings, R.G. Kurumbail, and M.S. South J. Med. Chem. 46 2003 4043 4049
24. J.J. Parlow, A.M. Stevens, R.A. Stegemann, W.C. Stallings, R.G. Kurumbail, and M.S. South J. Med. Chem. 46 2003 4297 4312
25. O. Klingler, H. Matter, M. Schudok, S.P. Bajaj, J. Czech, M. Lorenz, H.P. Nestler, H. Schreuder, and P. Wildgoose Bioorg. Med. Chem. Lett. 13 2003 1463 1467
26. A.R. Carroll, G.K. Pierens, G. Fechner, P. de Almeida Leone, A. Ngo, M. Simpson, E. Hyde, J.N.A. Hooper, S.-L. Boström, D. Musil, and J.R. Quinn J. Am. Chem. Soc. 124 2002 13340 13341
27. S. Hanessian, R. Margarita, A. Hall, S. Johnstone, M. Tremblay, and L. Parlanti J. Am. Chem. Soc. 124 2002 13342 13343
28. S. Hanessian, E. Therrien, K. Granberg, and I. Nilsson Bioorg. Med. Chem. Lett. 12 2002 2907 2911
29. W.B. Young, A. Kolesnikov, R. Rai, P.A. Sprengeler, E.M. Leahy, W.D. Shrader, J. Sangalang, J. Burgess-Henry, J. Spencer, K. Elrod, and L. Cregar Bioorg. Med. Chem. Lett. 11 2001 2253 2256
30. J.T. Kohrt, K.J. Filipski, S.T. Rapundalo, W.L. Cody, and J.J. Edmunds Tetrahedron Lett. 41 2000 6041 6044
31. P. Jakobsen, A.M. Horneman, and E. Persson Bioorg. Med. Chem. 8 2000 2803 2812
32. P. Jakobsen, B. Ritsmar Pedersen, and E. Persson Bioorg. Med. Chem. 8 2000 2095 2103
33. P. Roussel, M. Bradley, P. Kane, C. Bailey, R. Arnold, and A. Cross Tetrahedron 55 1999 6219 6230
34. K. Illgen, T. Enderle, C. Broger, and L. Weber Chem. Biol. 7 2000 433 441
35. L. Weber Drug Discovery Today 3 1998 379 385
36. L. Weber Curr. Opin. Chem. Biol. 2 1998 381 385
37. L. Weber, S. Wallbaum, C. Broger, and K. Gubernator Angew. Chem., Int. Ed. Engl. 34 1995 2280 2282
38. D. Kirchhofer, A. Guha, Y. Nemerson, W.H. Konigsberg, F. Vilbois, C. Chène, D.W. Banner, and A. D'Arcy Proteins 22 1995 419 425
39. D.W. Banner, A. D'Arcy, C. Chène, F.K. Winkler, A. Guha, W.H. Konigsberg, Y. Nemerson, and D. Kirchhofer Nature 380 1996 41 46
40. G.C. White, V.J. Marder, R.W. Coleman, J. Hirsh, and E. Salzman Haemostasis and Thrombosis Basic Principles and Clinical Practice 2nd ed. 1987 Lippincott Philadelphia pp 1048-1060
41. C.A. Lipinski, F. Lombardo, B.W. Dominy, and P.J. Feeney Adv. Drug Deliv. Rev. 23 1997 3 25
42. I. Ugi, A. Dömling, and W. Hörl Endeavour 18 1994 115
43. I. Ugi Angew. Chem., Int. Ed. Engl. 32 1993 563 564