Patent IL-126279-A (IL)
Title: Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or diagnostic, and pharmaceutical preparations comprising them
IPC: C07D405/12
Filed: 1998-09-17
Abstract: Compounds of the formula in which: R(1) and R(2)independently of one another are hydrogen, CF3, C2F5, C3F7, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, or phenyl, which is unsubstituted or substituted by 1 or 2 substituents, selected from the group consisting of F, CI, Br, I, CF3, NO2, CN, NH2, OH, methyl, ethyl, methoxy, 2317 ו' באלול התשס" ב - August 14, 2002 dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino; or R(1) and R(2) together are an alkylene chain having 2, 3, 4, 5, 6, 7, 8, 9, or 10 carbon atoms; R(3) is R(10)-CnH2n-NR(11)-or R(10)-CnH2n-, where one CH2 group in the groups CnH2n can be replaced by -O-, -CO-, -S-, -SO-, -SO2- OR -NR (12a)-; R(12a) is hydrogen, methyl or ethyl; R(10) is hydrogen, methyl, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, CF3, C2F5 or C3F7; n is zero, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; R(11) is hydrogen or alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms; R(10) and R(11) together are a bond, provided n is not smaller than 3; R(4) is R(13)-CrH2r-Z-CqH2q-; q is 0, 1, 2, 3, 4, 5, 6, 7 or 8; r is 0, 1, 2, 3, 4, 5, 6, 7 or 8; Z is -CO-NR (14)-, -OCO-NR(14)-, -O-CXH2X-O-, -O-CXH2X-NR(14)-, -O-CXH2X-CO-O-, -CO-O-CXH2X-O- or -CO-O--CXH2X-NR(14)-, where in each case both directions of linkage are possible; x is 2, 3, or 4; R(14) is hydrogen, alkyl having 1, 2 or 3 carbon atoms, -CYH2Y-OR(12b), -CyH2y-NR(12b)2; R(12b) is hydrogen, methyl or ethyl; y is 2 or 3; R(13) is H, CF3, C2F5, C3F7, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, -NR(15)R(16), -CONR(15)R(16), -C(=NR(17))NR(15)R(16), -OR(17), -COOR(17), phenyl or an N-containing heterocycle having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms, where phenyl and the N-containing heterocycle are unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, NO2, CN, NH2, OH, methyl, ethyl, methoxy, dimethylamino, sulfamoyl, methylsulfonyl, aminosulfonyl and methylsulfonylamino; R(15) and R(16) independently of one another are hydrogen, alkyl having 1, 2, 3, or 4 carbon atoms or -CzH2z-phenyl, 2318 ו' באלול התשס" ב - August 14, 2002 z is zero, 1 or 2; where phenyl is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, CF3, NO2, CN OH, methyl, ethyl, methoxy, dimethylamino, sulfamoyl, methylsulfonyl, or aminosulfonyl and methylsulfonylamino; R(15) and R(16) together are a chain of 4 or 5 methylene groups, of which one CH2 group can be replaced by -O-, -S-, -NH-, -N(CH3)-or -N(benzyl)-; R(17) is hydrogen or alkyl having 1, 2 or 3 carbon atoms; R(5), R(6), R(7) and R(8) independently of one another are hydrogen, F, Cl, Br, I, alkyl having 1, 2, 3, 4 or 5 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, -CN, -CF3, -C2F5, -C3F7, -N3, -NO2, -Y-CSH2S-R(18) or phenyl, which is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, NO2 ,CN, NH2, OH, methyl, ethyl, methoxy, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino; Y is -O-, -CO-, -CO-O-, -O-CO-, -S-, -SO-, -SO2-, -SO2-O-, -SO2NR(10c), -NR(10c)- or -CONR(10c)-; R (10c) is hydrogen or alkyl having 1, 2 or 3 carbon atoms; s is zero, 1, 2, 3, 4, 5 or 6; R(18) is hydrogen, CF3, C2F5, C3F7, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, -COOR(21), 1-piperidyl, 1-pyrrolidinyl, 4- morpholinyl, 4-methylpiperazin-1-yl, pyridyl, thienyl, imidazolyl, quinolyl, isoquinolyl or phenyl, where pyridyl, thienyl, imidazolyl, quinolyl, isoquinolyl and phenyl are unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, CL, Br, I, CF3, NO2, CN, NH2, OH, methyl, ethyl, methoxy, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino; R(21) is hydrogen or alkyl having 1, 2 or 3 carbon atoms; R(9) is hydrogen, OR (10d) or OCOR (10d); R(10d) is hydrogen or alkyl having 1, 2 or 3 carbon atoms; B is hydrogen; or R(9) and B together are a bond