C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 279/22 (2006.01) A61K 31/165 (2006.01) A61K 31/275 (2006.01) A61K 31/33 (2006.01) C07C 323/44 (2006.01) C07D 207/337 (2006.01) C07D 213/58 (2006.01) C07D 215/14 (2006.01) C07D 217/16 (2006.01) C07D 233/54 (2006.01) C07D 233/64 (2006.01) C07D 307/54 (2006.01) C07D 333/24 (2006.01)
Patent
CA 2130944
Ortho-substituted benzoylguanidines of the formula I (see formula I) in which: R(1) is H, Hal, CN, NO2, (cyclo)alkyl or (O)(S)[NR(5)](CH2)b-(CF2)c-CF3. R(5) is H, (C1-C4)-alkyl or -C d H2d R(6), R(6) is cycloalkyl, (bi)phenyl(yl) or naphthyl, or R(1) is -SR(10), -OR(10) or -CR(10)R(11)R(12), R(10) is -C f H2f-(C3-C8)-cycloalkyl, -(C1-C9)-heteroaryl or phenyl, R(11) and R(12) are defined as R(10) or are hydrogen or (C1-C4)-alkyl, or R(1) is naphthyl, (bi)phenyl(yl) or (C1-C9)-heteroaryl, or R(1) is -SR(13), -OR(13), -NHR(13), -NR(13)R(14), -CHR(13)R(15), -C[R(15)R(16)]OH, -C.ident.CR(18), -C[R(19)]=CR(18), -[CR(20)R(21)]k-(CO)-[CR(22)R(23)R(24)]1 R(13) and R(14) are -(CH2)g-(CHOH)h-(CH2)i-(CHOH)j- R(17), R(17) is hydrogen, methyl or -(CH2)g-O-(CH2-CH2O)h-R(24), R(15) and R(16) are hydrogen, alkyl, or, together with the carbon atom carrying them, cycloalkyl, R(18) is phenyl, heteroaryl or (cyclo)alkyl, R(19), R(20), R(21), R(22) and R(23) are hydrogen or methyl, R(24) is H, (cyclo)alkyl or -C m H2m-R(18), R(2) and R(3) are defined as R(1). R(4) is alkyl, Hal, CN or -(CH2)n-(CF2)o-CF3, as well as pharmaceutically tolerated salts thereof, are described. Compounds I have no undesirable salidiuretic properties, but have very good antiarrhythmic properties. They are outstandingly suitable for use as antiarrhythmic pharmaceuticals having a cardioprotective component for the prophylaxis and treatment of infarction as well as for the treatment of angina pectoris, the compounds also inhibiting or strongly reducing, in a preventive manner, the pathophysiological processes in association with the occurrence of ischemically induced damage. On account of their protective effects against pathological hypoxic and ischemic situations, the compounds of the formula I according to the invention can be used, as a consequence of inhibition of the cellular Na+/H+ exchange mechanism, as pharmaceuticals for treating all acute or chronic damage elicited by ischemia, or illnesses which are primarily or secondarily induced thereby.
Albus Udo
Kleemann Heinz-Werner
Lang Hans-Jochen
Scholz Wolfgang
Schwark Jan-Robert
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
Hoechst Aktiengesellschaft
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