Patent IL-120924-A (IL)
Title: Substituted 1-naphthoylguanidines, process for their preparation, and pharmaceutical or diagnostic compositions containing them
IPC: C07D213/40
Filed: 1997-05-27
Abstract: Substituted 2-naphthoylguanidines of the formula in which: at least one the substituents R1, R3, R4, R5, R6, R7 and R8 is XYaWZ or X(Ya WZ'; X is O, S, NR(10) or CR(11)R(12); R(10), R(11) and R(12) independently of one another are H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms; 382 כ" ו באדר התשס" ב - March 10, 2002 Y is alkylene having 1, 2, 3, 4, 5, 6, 7 or 8 CH2 groups, where one of these CH2 groups can be replaced by o-, p- or m-phenylene; a is zero or 1; W is CH2, or -if W does not immediately follow a heteroatom of the group XYa - alternatively O or NR(14); R(14) is H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5 or 6 carbon atoms; Z is C(C=)R(15), SO2R(15) or -if W is not O or NR(14) alternatively NR(16)R(17); R(15) is N=C(NH2)2 NR(18)R(19), NH(CH2)bNR(18)R(19) or OR(20); b is 2 or 3; R(18) and R(19) independently of one another are H, alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms or perfluoroalkyl having 1, 2, 3 or 4 carbon atoms; or R(18) and R(19) together are 4 or 5 methylene groups, of which one CH2 group can be replaced by oxygen, S, NH, N-CH3, N-benzyl or N-(p-chlorophenyl); R(20) is H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms; R(16) and R(17) independently of one another are H, alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms or perfluoroalkyl having 1, 2, 3 or 4 carbon atoms; or, R(16) and R(17) together are 4 or 6 methylene groups, of which one CH2 group can be replaced by oxygen, S, NH, N-CH3, N-benzyl or N-(p-chlorophenyl); X( is C=O, C(=O)NR(30), C(=O)O, SO, SO2, SO2NR(30), OC=O, NR(30)C=O or NR(30)SO2, where the linkage with the naphthalene ring in each case takes place via the left atom, R(30) is H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms; Z( is C(=O)R(15), SO2R(15), an N-containing heterocycle having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms, where the N-containing heterocycle is linked via N or C and is unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, Br, CF3, methyl, methoxy and NR(21)R(22); R(21) and 383 כ" ו באדר התשס" ב - March 10, 2002 R(22) independently of one another are H, alkyl having 1, 2, 3 or 4 carbon atoms or perfluoroalkyl having 1, 2, 3 or 4 carbon atoms; R(15) is N=C(NH2)2, NR(18)R(19), NH(CH2)b NR(18)R(19) or OR(20); R(18) and R(19) independently of one another are H, alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms or perfluoroalkyl having 1, 2, 3 or 4 carbon atoms; or R(18) and R(19) together are 4 or 5 methylene groups, of which one CH2 group can be replaced by oxygen, S, NH, N-CH3, N-benzyl or N-(p-chlorophenyl); b is 2 or 3; R(20) is H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms; Z( -if W is not O or NR(14) - is NR(16)R(17); R(16) and R(17) independently of one another are H, alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms or perfluoroalkyl having 1, 2, 3 or 4 carbon atoms; or R(16) and R(17) together are 4 or 5 methylene groups, of which one CH2 group can be replaced by oxygen, S, NH, N-CH3, N-benzyl or N-(p-chlorophenyl); and the other substitutents R1, R3, R4, R5, R6, R7 and R8 in each case which are still not allocated by the definitions given above, independently of one another are H, F, Cl, Br, I, CN, NO2, CF3, C2F5 or VpQqU; V is O, SO, SO2, NR(60), OC=O, C=O, C(=O)NR(60), C(=O)O or CR(66)R(67); R(60), R(66) and R(67) independently of one another are H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, perfluoroalkyl having 1, 2, 3 or 4 carbon atoms or cycloalkyl having 3, 4, 5, 6 or 7 carbon atoms; p is zero