Patent IL-123229-A (IL)
Title: Sulfonamide-substituted compounds, process for their preparation, their use in the production of medicaments or diagnostics and medicaments comprising them
IPC: A61P9/00
Filed: 1998-02-09
Abstract: K+ Channel-blocking and anti- arrhythmic compounds of the formula in which: X is -[S(O)zero, 1, or 2]-, -NR(9)-, -[CR(9)R(23)] - or -CO-; R(9) is hydrogen or -(CnH2n)-R(10); n is zero, 1, 2, 3, 4, 5, 6, 7 or 8; R(10) is hydrogen, cycloalkyl having 3, 4, 816 ט' באייר התשס" ב - April 21, 2002 5, 6, 7 or 8 carbon atoms, piperidyl, 1-pyrrolidinyl, N-morpholino, N-methylpiperazino, CF3, C2F5 or C3F7; where a CH2-group of the group C2H2n can be replaced by -O-, -C=C-, -C:C-, -CO-, -CO-O-, -[SOzero, 1 or 2] - or -NR(11)-; R(11) is hydrogen, methyl or ethyl; or R(10) is pyridyl, thienyl, imidazolyl or phenyl, each of which is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, methyl, methoxy, sulfamoyl, methylsulfonyl and methylsulfonylamino; or R(9) together with R(1) is a bond; R(23) is hydrogen, alkyl having 1, 2 or 3 carbon atoms, OH, O-alkyl having 1, 2 or 3 carbon atoms, COOH, COO-alkyl having 1, 2 or 3 carbon atoms or -CO-R(24); R(24) is hydrogen, methyl or ethyl; 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, each of which is unsubstituted or substituted by 1 or 2 substitutents selected from the group consisting of F, Cl, Br, I, CF3, methyl, methoxy, sulfamoyl and methylsulfonyl; 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(12)-CaH2a[NR(13)]m-; R(12) is hydrogen or cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, CF3, C2F5 or C3F7; a is zero, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; m is zero or 1; R(13) is hydrogen or alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms; or R(12) and R(13) together are an alkylene group having 4, 5, 6, 7 or 8 carbon atoms, where a CH2 group of the alkylene group can be repalced by -O-, -[SOzero, 1 or 2]-, -CO- or -NR(11)-; R(11) is hydrogen, methyl or ethyl; R(4) is R(14)-CrH2r; 817 ט' באייר התשס" ב - April 21, 2002 r is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20; R(14) is hydrogen, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, piperidyl, 1-pyrrolidinyl, N-morpholino, N-methylpiperazino, CF3, C2F5, C3F7, pyridyl, thienyl, imidazolyl or phenyl, each of which is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, methyl, methoxy, sulfamoyl, methylsulfonyl and methylsulfonylamino; where a CH2 group of the group CrH2r can be replaced by -O-, -C=C-, -C:C-, -CO-, -CO-O-, -CO- NR(11)-, -[SOzero, 1 or 2]- or -NR(11)-; or R(3) and R(4) together are an alkylene chain having 3, 4, 5, 6, 7 or 8 carbon atoms, where a CH2 group of the alkylene chain can be replaced by -O-, -[SOzero, 1 or 2]- -CO- or -NR(11)-; R(5) and R(6) together are -CR(15)=CR(16)-CR(17) = CR(18)-, -CR(15) = CR(16)-CR(17) = N-, -CR(15) = CR(16)-N -CR(18)-, CR(15)=N- CR(17)=N-, -CR(15)=N-N =CR(18)-, -N=CR(16)-CR(17)=N- or -S- CR(15) = CR(16)-; R(15), R(16), R(17) and R(18) independently of one another are hydrogen, F, Cl, Br, I, alkyl having 1, 2, 3 or 4 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, CN, CF3, C2F5, C3F7, N3, NO2, -CONR(19)R(20), -COOR(21), R(22)-CsH2s-Z- or phenyl, each of which is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, methyl, methoxy, sulfamoyl and methylsulfonyl; R(19) and R(20) independently of one another are hydrogen or alkyl having 1, 2 or 3 carbon atoms; R(21) is hydrogen, methyl, ethyl, phenyl or -CuH2u -NR(19)R(20); u is 2 or 3; where the phenyl is unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of F, Cl, Br, I, CF3, methyl, methoxy, sulfamoyl or methylsulfonyl; R(22) is hydrogen, cycloalkyl having 3. 4, 5, 6, 7 or 8 carbon atoms, -COOR(21), thienyl, imidazolyl, pyridyl, quinolyl, isoquinolyl, piperidyl, 1-pyrrolidinyl, N- morpholino, N-methylpiperazino, CF3, C2F5 or C3F7 or phenyl,