Patent ID: 6518423
Filing Date: 2003-02-11
Classification: C07D

Abstract:
A benzopiperidine derivative represented by the formula:and salts and hydrates thereof, whereinR1 and R2 may be the same or different and each represents hydrogen or C1-6 lower alkyl; and U represents: 1) a group represented by the formula: wherein l and m may be the same or different and each represents 0 or 1; and wherein X and Y each represents C1-6 lower alkylene optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having one to three heteroatoms selected from O, N, or S, C1-6 lower alkenylene optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alky, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having one to three heteroatoms selected from O, N, or S, C1-6 lower alkynylene optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having one to three heteroatoms selected from O, N, or S; and wherein the ring A represents a cycloalkyl ring optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having one to three heteroatoms selected from O or N; and wherein the ring B represents a ring optionally having one to three double bonds in the ring selected from the following ones: a) a cycloalkyl ring optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having a heteroatom selected from O or N; or b) a bicycloalkyl ring optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having a heteroatom of O or N, wherein bridgehead carbon atoms in the ring B are bonded to each other via a C1 or higher alkylene group optionally having a heteroatom selected from O or N; or c) a spiro-cycloalkyl ring optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having a heteroatom of O or N, wherein both ends of a C1 or higher alkylene group optionally having a heteroatom selected from O or N are bonded to a carbon atom (bridgehead carbon atom) in the ring B; or U represents: 2) a group represented by the following formula: wherein l1 is 0 or 1; and wherein X1 represents C1-6 lower alkylene, C1-6 lower alkenylene, or C1-6 lower alkynylene, which are optionally substituted with a substituent selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having one to three heteroatoms selected from O, N, or S; and wherein the ring A1 represents: a) a cycloalkyl ring optionally substituted with a substituent selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alkyl, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having a heteroatom selected from O, N, and S; or b) a bicycloalkyl ring optionally substituted with one to three substituents selected from H, &boxH;O, â€”OH, â€”COOH, C1-6 lower alky, â€”C(O)â€”C1-6 lower alkyl, â€”C(O)Oâ€”C1-6 lower alkyl, C1-6 lower alkoxy, optionally having a heteroatom selected from O, N, and S; or c) a spiro-cycloalkyl ring optionally having a heteroatom selected from O, N, and S, wherein both ends of an optionally substituted C1 or higher alkylene group optionally having a heteroatom selected from O, N, and S are bonded to a carbon atom (bridgehead carbon atom) in the ring A1; or U represents 3) nitroso; or U represents 4) a group represented by the formula: â€ƒwherein R90 and R91 represent each hydrogen or C1-6 lower alkyl;R represents: 1) hydrogen; 2) C1-6 lower alkyl; 3) aryl C1-6 lower alkyl; 4) heteroaryl C1-6 lower alkyl, wherein a heteroatom is selected form O, N, and S; 5) a group represented by the following formula: â€ƒwherein X3 represents C1-6 lower alkylene optionally having a heteroatom selected from O, N, and S, C1-6 lower alkenylene optionally having a heteroatom selected from O, N, and S, or C1-6 lower alkynylene optionally having a heteroatom selected from O, N, and S; and R9 and R10 may be the same or different and each represents hydrogen, C1-6 lower alkyl, or an amino protective group; or6) a group represented by the formula: â€”X4â€”CO2R11 â€ƒwherein X4 represents C1-6 lower alkylene optionally having a heteroatom selected from O, N, and S, C1-6 lower alkenylene optionally having a heteroatom selected from O, N, and S, or C1-6 lower alkynylene optionally having a heteroatom selected from O, N, and S; and R11 represents hydrogen, C1-6 lower alkyl, or a carboxy protective group; and n represents 0, 1, or 2.