Patent EA-003095-B1 (EA)
Title: Integrin receptor antagonists
Inventor: DUGGAN MARK E
IPC: A61P19/08
Filed: 1998-12-14
Abstract: 1. The compound selected from the group consisting of: 3(S)-(2,3-dihydrobenzofuran-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(2,3-dihydrobenzofuran-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(2,3-dihydrobenzofuran-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(quinolin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(quinolin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(quinolin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(ethynyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(ethynyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(ethynyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]-4-methylimidazolidin-1-yl}propionic acid, 3(R)-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]-4-methylimidazolidin-1-yl}propionic acid, 3-(pyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]-4-methylimidazolidin-1-yl}propionic acid, 3(S)-(6-methoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(6-methoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(6-methoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(6-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(6-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(6-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, trifluoroacetate salt, 3(S)-(4-methoxyquinolin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, bis(trifluoroacetate) (salt), 3(R)-(4-methoxyquinolin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(4-methoxyquinolin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(6-aminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(6-aminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(6-aminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(6-methylaminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(6-methylaminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(6-methylaminopyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(2-fluorobiphenyl-4-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(2-fluorobiphenyl-4-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(2-fluorobiphenyl-4-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(2-oxo-2,3-dihydrobenzoxazol-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(2-oxo-2,3-dihydrobenzoxazol-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(2-oxo-2,3-dihydrobenzoxazol-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(4-ethoxy-3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(4-ethoxy-3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(4-ethoxy-3-fluorophenyl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(5-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(5-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(5-ethoxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(5-hydroxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(5-hydroxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(5-hydroxypyridin-3-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 2(S)-benzenesulfonylamino-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}pent-4-enoic acid, 3(R)-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}pent-4-enoic acid, 3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}pent-4-enoic acid, 3(S)-(5-ethoxypyridin-3-yl)-3-(3-{3-[6-(4-methoxybenzylamino)pyridin-2-yl]propyl}-2-oxoimidazolidin-1-yl)-propionic acid, 3(R)-(5-ethoxypyridin-3-yl)-3-(3-{3-[6-(4-methoxybenzylamino)pyridin-2-yl]propyl}-2-oxoimidazolidin-1-yl)-propionic acid, 3-(5-ethoxypyridin-3-yl)-3-(3-{3-[6-(4-methoxybenzylamino)pyridin-2-yl]propyl}-2-oxoimidazolidin-1-yl)-propionic acid, 3-{3-[3-(6-aminopyridin-2-yl)-propyl]-2-oxoimidazolidin-1-yl}-3(S)-(5-ethoxypyridin-3-yl)-propionic acid, 3-{3-[3-(6-aminopyridin-2-yl)-propyl]-2-oxoimidazolidin-1-yl}-3(R)-(5-ethoxypyridin-3-yl)-propionic acid, 3-{3-[3-(6-aminopyridin-2-yl)-propyl]-2-oxoimidazolidin-1-yl}-3-(5-ethoxypyridin-3-yl)-propionic acid, 3(S)-(2-oxo-2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(2-oxo-2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(2-oxo-2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(2,3-dihydro-1H-4-oxa-1,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(3-oxo-3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(3-oxo-3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(3-oxo-3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(3,4-dihydro-2H-1-oxa-4,5-diazanaphthalen-7-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3-(furo[2,3-b]pyridin-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(furo[2,3-b]pyridin-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(R)-(furo[2,3-b]pyridin-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-propyl]imidazolidin-1-yl}propionic acid, 3(S)-(2,3-dihydrofuro[2,3-b]pyridin-6-yl)-3-{2-oxo-3-[3-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)-pro