Patent ID: 6335334
Filing Date: 2002-01-01
Classification: A61P,C07C,C07D

Abstract:
A compound of formula I, a stereoisomeric form thereof, or a physiologically acceptable salt thereof: whereinA1 is a divalent residue chosen from phenylene and naphthylene, and is unsubstituted or substituted by one or more identical or different substituents chosen from halogen, (C1-C5)-alkyl, phenyl, tolyl, CF3, NO2, OH, â€”Oâ€”(C1-C5)-alkyl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C3)-alkyl, (C1-C2)-alkylenedioxy, NH2, â€”NHâ€”(C1-C3)-alkyl, â€”N((C1-C3)-alkyl)2, â€”NHâ€”CHO, â€”NHâ€”COâ€”(C1â€”C5)-alkyl, â€”CN, â€”COâ€”NH2, â€”COâ€”NHâ€”(C1-C3)-alkyl, â€”COâ€”N((C1-C3)-alkyl)2, â€”COâ€”OH, â€”COâ€”Oâ€”(C1-C5)-alkyl, heterocyclyl, CHO, â€”COâ€”(C1-C5)-alkyl, â€”S(O)nâ€”(C1-C4)-alkyl, â€”S(O)n-phenyl, and â€”S(O)n-tolyl; A2, which comprises the two carbon atoms bonded to the groups C(&boxH;X)â€”NHâ€” and NHâ€”SO2R2, is a benzene ring, a naphthalene ring, or a saturated or partially unsaturated 3-membered to 7-membered carbocycle; R1, when n in the group R1â€”S(O)nâ€” is 0, is aryl, heterocyclyl, or (C1-C18)-alkyl which is unsubstituted or substituted by one or more identical or different residues R4, or is â€”CN, or when n in the group R1â€”S(O)nâ€” is 1, R1 is aryl, heterocyclyl, or (C1-C18)-alkyl which is unsubstituted or substituted by one or more identical or different residues R4, or when n in the group R1â€”S(O)nâ€” is 2, R1 is aryl, heterocyclyl, or (C1-C18)-alkyl which is unsubstituted or substituted by one or more identical or different residues R4, or R1 is NR5R6; R2 is aryl, heterocyclyl, NR5R6, or (C1-C10)-alkyl which is unsubstituted or substituted by one or more identical or different residues R4; R3 is one or more identical or different residues chosen from hydrogen, halogen, CF3, OH, â€”Oâ€”(C1-C7)-alkyl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C7)-alkyl, â€”O-aryl, (C1-C2)-alkylenedioxy, NO2, â€”CN, NR7R8, â€”COâ€”NR7R8, â€”COâ€”OH, â€”COâ€”Oâ€”(C1-C5)-alkyl, heterocyclyl, â€”S(O)nâ€”(C1-C5)-alkyl, and (C1-C5)-alkyl which is unsubstituted or substituted by one or more identical or different residues R4; R4 is fluorine, OH, â€”Oâ€”(C1-C10)-alkyl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C7)-alkyl, â€”O-aryl, â€”CN, NR7R8, â€”COâ€”NH2, â€”COâ€”NHâ€”(C1-C3)-alkyl, â€”COâ€”N((C1-C3)-alkyl)2, â€”COâ€”OH, â€”COâ€”Oâ€”(C1-C5)-alkyl, heterocyclyl, or oxo; R5 is hydrogen, (C1-C10)-alkyl which is unsubstituted or substituted by one or more identical or different substituents chosen from R4 and aryl, or is aryl, heterocyclyl, â€”COâ€”NR7R8, â€”CO-aryl, or â€”COâ€”(C1-C10)-alkyl wherein the alkyl residue is unsubstituted or substituted by one or more identical or different residues R4; R6 is hydrogen, (C1-C10)-alkyl which is unsubstituted or substituted by one or more identical or different substituents chosen from R4 and aryl, or is aryl, heterocyclyl, â€”COâ€”NR7R8, â€”CO-aryl, or â€”COâ€”(C1-C10)-alkyl wherein the alkyl residue is unsubstituted or substituted by one or more identical or different residues R4; or R5 and R6 together with the nitrogen atom to which they are bonded form a 5-membered to 8-membered saturated or partially unsaturated ring, wherein said ring optionally further comprises one or more ring heteroatoms chosen from nitrogen, oxygen, and sulfur, and wherein said ring is unsubstituted or substituted by one or more identical or different substituents chosen from fluorine, (C1-C5)-alkyl, hydroxy-(C1-C3)-alkyl-, â€”(C1-C3)-alkyl-Oâ€”(C1-C4)-alkyl, aryl, CF3, OH, â€”Oâ€”(C1-C7)-alkyl, â€”O-aryl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C7)-alkyl, (C2-C3)-alkylenedioxy, NR7R8, â€”CN, â€”COâ€”NH2, â€”COâ€”NHâ€”(C1-C3)-alkyl, â€”COâ€”N((C1-C3)-alkyl)2, â€”COâ€”OH, â€”COâ€”Oâ€”(C1-C5)-alkyl, CHO, â€”COâ€”(C1-C5)-alkyl, â€”S(O)n(C1-C4)-alkyl, â€”S(O)nâ€”NH2, â€”S(O)nâ€”NHâ€”(C1-C3)-alkyl, â€”S(O)nâ€”N((C1-C3)-alkyl)2, OXO, â€”(CH2)mâ€”NH2, â€”(CH2)mâ€”NHâ€”(C1-C4)-alkyl, and â€”(CH2)mâ€”N((C1-C4)-alkyl)2 where in the substituent â€”(CH2)mâ€”N((C1-C4)-alkyl)2 the two alkyl groups are independent, identical or different, or are connected by a single bond and together with the nitrogen atom to which they are bonded form a 5-membered to 7-membered ring, which optionally further comprises an oxygen atom, sulfur atom, or a group NR5 as a ring member; R7 is hydrogen or (C1-C7)-alkyl which is unsubstituted or substituted by one or more identical or different substituents chosen from OH, â€”Oâ€”(C1-C5)-alkyl, NH2, â€”NHâ€”(C1-C4)-alkyl, and â€”N((C1-C4)-alkyl)2 where in the substituent N((C1-C4)-alkyl)2 the two alkyl groups are independent, identical or different, or are connected by a single bond and together with the nitrogen atom to which they are bonded form a 5-membered to 7-membered ring, wherein said ring optionally further comprises an oxygen atom, sulfur atom, or a group NR5 as a ring member; R8 is hydrogen, â€”COâ€”(C1-C4)-alkyl, or (C1-C7)-alkyl which is unsubstituted or substituted by one or more identical or different substituents chosen from OH, â€”Oâ€”(C1-C5)-alkyl, NH2, â€”NHâ€”(C1-C4)-alkyl, and â€”N((C1-C4)-alkyl)2 where in the substituent N((C1-C4)-alkyl)2 the two alkyl groups are independent, identical or different, or are connected by a single bond and together with the nitrogen atom to which they are bonded form a 5-membered to 7-membered ring which optionally further comprises an oxygen atom, a sulfur atom, or a group NR5 as ring member; aryl is phenyl, naphthyl, or heteroaryl, and is unsubstituted or substituted by one or more identical or different substituents chosen from halogen, (C1-C5)-alkyl, phenyl, tolyl, CF3, â€”Oâ€”CF3, NO2, OH, â€”Oâ€”(C1-C5)-alkyl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C3)-alkyl, (C1-C2)-alkylenedioxy, NH2, â€”NHâ€”(C1-C3)-alkyl, â€”N((C1-C3)-alkyl)2, â€”NHâ€”CHO, â€”NHâ€”COâ€”(C1-C5)-alkyl, â€”CN, â€”COâ€”NH2, â€”COâ€”NHâ€”(C1-C3)-alkyl, â€”COâ€”N((C1-C3)-alkyl)2, â€”COâ€”OH, â€”COâ€”Oâ€”(C1-C5)-alkyl, heterocyclyl, CHO, â€”COâ€”(C1-C5)-alkyl, â€”S(O)nâ€”(C1-C4)-alkyl, -S(O)n-phenyl, and â€”S(O)n-tolyl; heteroaryl is a residue of a monocyclic 5-membered or 6-membered aromatic heterocycle or of a bicyclic 8-membered to 10-membered aromatic heterocycle, wherein said heterocycles comprise one or more ring heteroatoms chosen from nitrogen, oxygen, and sulfur; heterocyclyl is a residue of a monocyclic or polycyclic 5-membered to 11-membered saturated or partially unsaturated heterocycle which comprises one or more ring heteroatoms chosen from nitrogen, oxygen, and sulfur, and which is unsubstituted or substituted by one or more identical or different substituents chosen from fluorine, (C1-C5)-alkyl, OH, â€”Oâ€”(C1-C5)-alkyl, â€”Oâ€”(C2-C4)-alkyl-Oâ€”(C1-C3)-alkyl, NH2, â€”NHâ€”(C1-C3)-alkyl, â€”N((C1-C3)-alkyl)2, â€”CN, â€”COâ€”NH2, â€”COâ€”NHâ€”(C1-C3)-alkyl, â€”COâ€”N((C1-C3)-alkyl)2, â€”COâ€”OH, and â€”COâ€”Oâ€”(C1-C5)-alkyl; n is 0, 1, or 2; m is 2, 3, or 4; and X is oxygen or NH, or X is a nitrogen atom which via a single bond is attached to a ring carbon atom in the group A1 which ring carbon atom is directly adjacent to the carbon atom in A1 bonded to the group â€”NHâ€”C(&boxH;X)â€” so that the group â€”NHâ€”C(&boxH;X)â€” together with the carbon atoms in A1 bonded to it forms an anellated imidazole ring; excluding the compound of formula I wherein simultaneously A2 is a benzene ring which is substituted in positions 3 and 5 by chlorine, R2 is methyl, X is oxygen, and R1â€”S(O)n-A1- is a 5-chloro-2-(4-chlorophenylmercapto)-phenyl residue.