公开(公告)号：EP1723136A1

公开(公告)日：2006-11-22

申请号：EP04804942.3

申请日：2004-12-20

申请人： Tibotec Pharmaceuticals Ltd.

发明人： BONFANTI, Jean-François ,  ANDRIES, Koenraad, Jozef, Lodewijk ,  JANSSENS, Frans, Eduard ,  SOMMEN, François, Maria ,  GUILLEMONT, Jerôme, Emile, Georges ,  LACRAMPE, Jean, Fernand, Armand

IPC分类号： C07D401/14 ,  A61K31/4184 ,  C07D417/14 ,  A61P11/00 ,  A61P31/12

CPC分类号： C07D401/14 ,  C07D417/14

摘要： The present invention concerns piperidine-amino-benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I) their prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms wherein Q is C1-6alkyl optionally substituted with trifluorornethyl, C3-7cycloalkyl, Ar2, hydroxy, C1-4 alkoxy, C1-4alkylthio, Ar2-oxy-, Ar2-thio-, Ar2(CH2)noxy, Ar2(CH2)nthio, hydroxycarbonyl, aminocarbonyl, C1-4alkyl­carbonyl, Ar2carbonyl, C1-4alkoxycarbonyl, Ar2(CH2)ncarbonyl, aminocarbonyloxy, C1-4alkylcarbonyloxy, Ar2carbonyloxy, Ar2(CH2)ncarbonyloxy, C1-4alkoxy­ carbonyl(CH2)noxy, mono- or di(C1-4alkyl)aminocarbonyl, mono- or di(C1-4alkyl)-­aminocarbonyloxy, aminosulfonyl, mono-odi(C1-4alkyl)aminosulfonyl or a heterocycles selected from the group consisting of pyrrolidinyl, pyrrolyl, dihydropyrrolyl, imidazolyl, triazolyl, piperidinyl, homopiperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, 1-oxo-thiomorpholinyl, 1,1-dioxothiomorpholinyl, pyridyl and tetrahydropyridyl, wherein each of said heterocycle may optionally be substituted with oxo or C1-6alkyl; G is a direct bond or optionally substituted Cl-10 loalkanediyl; R1 is Ar1 or a monocyclic or bicyclic heterocycle; one of R2a and R3a is C1-6 salkyl and the other one of R2a and R3a is hydrogen; in case R2a is different from hydrogen then R2b is hydrogen or C1-6alkyl, and R3b is hydrogen; in case R3a is different from hydrogen then R3b is hydrogen or C1-6alkyl, and R2b is hydrogen; t is 1, 2 or 3; Ar1 is phenyl or substituted phenyl; and Ar2 is phenyl or substituted phenyl. It further concerns their preparation and compositions comprising them, as well as their use as a medicine.

公开(公告)号：EP1711485B1

公开(公告)日：2009-05-13

申请号：EP04804953.0

申请日：2004-12-20

申请人： Tibotec Pharmaceuticals Ltd.

发明人： BONFANTI, Jean-François ,  ANDRIES, Koenraad, Jozef, Lodewijk ,  JANSSENS, Frans, Eduard ,  SOMMEN, François, Maria ,  GUILLEMONT, Jerôme, Emile, Georges ,  LACRAMPE, Jean, Fernand, Armand

IPC分类号： C07D401/06 ,  A61K31/4184 ,  C07D401/14 ,  C07D405/14 ,  A61P11/00 ,  A61P31/12

CPC分类号： C07D405/14 ,  C07D401/06 ,  C07D401/14

摘要： The present invention concerns amino-benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I) their prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms wherein Q is Ar1 or C1-6alkyl substituted with one or more substituents selected from trifluoromethyl, C3-7cycloalkyl, Ar2, hydroxy, C1-4alkoxy, C1-4alkylthio, Ar2-oxy-, Ar2-thio-, Ar2(CH2)„oxy, Ar2(CH2)nthio, hydroxycarbonyl, aminocarbonyl, C1-4 alkylcarbonyl, Ar2carbonyl, C1-4alkoxycarbonyl, Ar2(CH2)n carbonyl, aminocarbonyloxy, C1-4 alkylcarbonyloxy, Ar2carbonyloxy, Ar2(CH2)ncarbonyloxy, hydroxy-C2- 4-alkyloxy, C1-4 alkoxycarbonyl(CH2)noxy, mono­or di(C1-4alkyl)-aminocarbonyl, mono- or di(C1-4alkyl)aminocarbonyloxy, aminosulfonyl, mono- or di(C1-4alkyl)aminosulfonyl, dioxolanyl optionally substituted with one or two C1-6alkyl radicals, and a heterocycle selected from pyrrolidinyl, pyrrolyl, dihydropyrrolyl, thiazolidinyl, imidazolyl, triazolyl, piperidinyl, homopiperidinyl, piperazinyl, pyridyl and tetrahydropyridyl, which each may optionally be substituted with oxo or C1-6alkyl; G is a direct bond or optionally substituted C1-10alkanediyl R1 is Ar1 or a monocyclic or bicyclic heterocycle; one of R2a and R3a is C1-6alkyl and the other one of R2a and R3a is hydrogen; in case R2a is different from hydrogen then R2b is hydrogen or C1-6alkyl, and R3b is hydrogen; in case R3a is different from hydrogen then R3b is hydrogen or C 1-6alkyl, and R2b is hydrogen; Ar1 is phenyl or substituted phenyl and Ar2 is phenyl or substituted phenyl. It further concerns their preparation and compositions comprising them, as well as their use as a medicine.

公开(公告)号：EP1711485A1

公开(公告)日：2006-10-18

申请号：EP04804953.0

申请日：2004-12-20

申请人： Tibotec Pharmaceuticals Ltd.

发明人： BONFANTI, Jean-François ,  ANDRIES, Koenraad, Jozef, Lodewijk ,  JANSSENS, Frans, Eduard ,  SOMMEN, François, Maria ,  GUILLEMONT, Jerôme, Emile, Georges ,  LACRAMPE, Jean, Fernand, Armand

IPC分类号： C07D401/06 ,  A61K31/4184 ,  C07D401/14 ,  C07D405/14 ,  A61P11/00 ,  A61P31/12

CPC分类号： C07D405/14 ,  C07D401/06 ,  C07D401/14

摘要： The present invention concerns amino-benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I) their prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms wherein Q is Ar1 or C1-6alkyl substituted with one or more substituents selected from trifluoromethyl, C3-7cycloalkyl, Ar2, hydroxy, C1-4alkoxy, C1-4alkylthio, Ar2-oxy-, Ar2-thio-, Ar2(CH2)„oxy, Ar2(CH2)nthio, hydroxycarbonyl, aminocarbonyl, C1-4 alkylcarbonyl, Ar2carbonyl, C1-4alkoxycarbonyl, Ar2(CH2)n carbonyl, aminocarbonyloxy, C1-4 alkylcarbonyloxy, Ar2carbonyloxy, Ar2(CH2)ncarbonyloxy, hydroxy-C2- 4-alkyloxy, C1-4 alkoxycarbonyl(CH2)noxy, mono­or di(C1-4alkyl)-aminocarbonyl, mono- or di(C1-4alkyl)aminocarbonyloxy, aminosulfonyl, mono- or di(C1-4alkyl)aminosulfonyl, dioxolanyl optionally substituted with one or two C1-6alkyl radicals, and a heterocycle selected from pyrrolidinyl, pyrrolyl, dihydropyrrolyl, thiazolidinyl, imidazolyl, triazolyl, piperidinyl, homopiperidinyl, piperazinyl, pyridyl and tetrahydropyridyl, which each may optionally be substituted with oxo or C1-6alkyl; G is a direct bond or optionally substituted C1-10alkanediyl R1 is Ar1 or a monocyclic or bicyclic heterocycle; one of R2a and R3a is C1-6alkyl and the other one of R2a and R3a is hydrogen; in case R2a is different from hydrogen then R2b is hydrogen or C1-6alkyl, and R3b is hydrogen; in case R3a is different from hydrogen then R3b is hydrogen or C 1-6alkyl, and R2b is hydrogen; Ar1 is phenyl or substituted phenyl and Ar2 is phenyl or substituted phenyl. It further concerns their preparation and compositions comprising them, as well as their use as a medicine.