Pyrazolyl-Based Carboxamides I

A compound of general formula (I),

• wherein
• R1 denotes H;
• C1-4-aliphatic residue, unsubstituted or mono- or polysubstituted;
• or C3-6-cycloaliphatic residue or a 3 to 7 membered heterocycloaliphatic residue, in each case unsubstituted or mono- or polysubstituted and in each case optionally connected via a C1-4 aliphatic group, which in turn may be unsubstituted or mono- or polysubstituted;
• with the proviso that if R1 represents a 3 to 7 membered heterocycloaliphatic residue, said 3 to 7 membered heterocycloaliphatic residue is connected to the remaining part of the structure according to general formula (I) via a carbon atom of the 3 to 7 membered heterocycloaliphatic residue;
• R2 denotes H;
• F;
• Cl;
• Br;
• I;
• NO2;
• CN;
• CF3;
• CF2H;
• CFH2;
• R13;
• OH;
• O—R13;
• NH2;
• N(H)R13;
• N(R13)2;
• T represents C—R3 or N or N+—O−, U represents C—R4 or N or N+—O−, V represents C—R5 or N or N+—O—, W represents C—R6 or N or N+—O−, and X represents C—R7 or N or N+—O−,
• with the proviso that 0, 1, 2 or 3 of variables T, U, V, W and X independently of one another represent(s) either N or N+—O−, whereof 0 or 1 of variables T, U, V, W and X independently of one another represent(s) N+—O− and
• with the proviso that at least one of U, V and W does not represent N,
• wherein at least one of R4, R5 and R6 is selected from the group consisting of
• an unsubstituted or mono- or polysubstituted C3-6-cycloaliphatic residue;
• an unsubstituted or mono- or polysubstituted 3 to 7 membered heterocycloaliphatic residue;
• an unsubstituted or mono- or polysubstituted aryl;
• and an unsubstituted or mono- or polysubstituted heteroaryl,
• and the remaining substituents of R3, R4, R5, R6 and R7 are independently of one another selected from the group consisting of H;
• F;
• Cl;
• Br;
• I;
• NO2;
• CN;
• CF3;
• CF2H;
• CFH2;
• CF2Cl;
• CFCl2;
• R13;
• R14;
• C(═O)OH;
• C(═O)—R13;
• C(═O)R14;
• C(═O)—OR13;
• C(═O)—OR14;
• C(═O)—N(H)(OH);
• C(═N—OH)—H;
• C(═N—OH)—R13;
• C(═N—OH)—R14;
• C(═N—O—R13—H;
• —O—R13)—R13;
• C(═N—)—R;
• C(═N—O—R13)—R14;
• C(═O)NH2;
• C(═O)—N(H)R13;
• C(═O)—N(R13)2;
• C(═O)—N(H)R14;
• C(═O)—N(R14)2;
• C(═O)—N(R13)(R14);
• C(═O)—N(Ra)(Rb);
• OH;
• OR13;
• OCF3;
• OCF2H;
• OCFH2;
• OCF2Cl;
• OCFCl2;
• OR14;
• O—C(═O)R13;
• O—C(═O)R14;
• O—C(═O)—N(H)R13;
• O—C(═O)—N(H)R14;
• O—C(═O)—N(R13)2;
• O—C(═O)—N(R14)2;
• O—C(═O)—N(R13)(R14);
• O—C(═O)—N(Ra)(Rb);
• NH2;
• N(H)R13;
• N(R13)2;
• N(H)R14;
• N(R14)2;
• N(R13)(R14);
• N(Ra)(Rb);
• NH—C(═O)—R14;
• NH—C(═O)—R13;
• N(R13)—C(═O)—R13;
• N(R13)—C(═O)—R14;
• NH—S(═O)2—R13;
• N(R13)—S(═O)2—R13;
• NH—S(═O)2—R14;
• N(R13)—S(═O)2—R14;
• N(H)—C(═O)—OR13;
• N(H)—C(═O)—OR14;
• N(R13)—C(═O)—OR13;
• N(R13)—C(═O)—OR14;
• N(H)—C(═O)—NH2;
• N(H)—C(═O)—N(H)R13;
• N(H)—C(═O)—N(H)R14;
• N(H)—C(═O)—N(R13)2;
• N(H)—C(═O)—N(R14)2;
• N(H)—C(═O)—N(R13)(R14);
• N(H)—C(═O)—N(Ra)(Rb);
• N(R13)—C(═O)—NH2;
• N(R13)—C(═O)—N(H)R13;
• N(R13)—C(═O)—N(H)R14;
• N(R13)—C(═O)—N(R13)2;
• N(R13)—C(═O)—N(R14)2;
• N(R13)—C(═O)—N(R13)(R14);
• N(R13)—C(═O)—N(Ra)(Rb);
• SH;
• S—R13;
• SCF3;
• S—R14;
• S(═O)2OH;
• S(═O)2—R13;
• S(═O)2—R14;
• S(═O)—R13;
• S(═O)—R14;
• S(═O)2—OR13;
• S(═O)2—OR14;
• S(═O)2—N(H)(R13);
• S(═O)2—N(R13)2;
• S(═O)2—N(H)(R14);
• S(═O)2—N(R13)(R14);
• S(═O)2—N(Ra)(Rb);
• n represents 0 or 1,
• wherein, if n represents 1, then
• J represents C—R8 or N or N+—O−,
• K represents C—R9 or N or N+—O−,
• M represents C—R10 or N or N+—O−,
• Q represents C—R11 or N or N+—O−, and
• R represents C—R12 or N or N+—O−,
• with the proviso that 0, 1, 2 or 3 of variables J, K, M, Q and R independently of one another represent(s) either N or N+—O−, whereof 0 or 1 of variables J, K, M, Q and R independently represents N+—O−,
• wherein, if n represents 0, then
• J represents C—R8 or N or N—O− or O or S or NH or N(C1-4-aliphatic residue),
• K represents C—R9 or N or N+—O− or O or S or NH or N(C1-4-aliphatic residue),
• M represents C—R10 or N or N+—O− or O or S or NH or N(C1-4-aliphatic residue) and
• Q represents C—R11 or N or N+—O− or O or S or NH or N(C1-4-aliphatic residue),
• with the proviso that
• one of J, K, M and Q represents O or S or NH or N(C1-4-aliphatic residue) and the
• remaining of J, K, M and Q independently represent C—R8, respectively C—R9, respectively C—R10, respectively C—R11 or N or N+—O− and
• with the proviso that 0, 1, 2 or 3 of J, K, M and Q independently of one another represent
• either N or N+—O−, whereof 0 or 1 of variables J, K, M and Q represents N+—O−,
• wherein R8, R9, R10, R11 and R12 are independently of one another selected from the group consisting of H;
• F;
• Cl;
• Br;
• I;
• NO2;
• CN;
• CF3;
• CF2H;
• CFH2;
• CF2Cl;
• CFCl2;
• R13;
• R14;
• C(═O)OH;
• C(═O)—R13;
• C(═O)R14;
• C(═O)—OR13;
• C(═O)—OR14;
• C(═O)—N(H)(OH);
• C(═N—OH)—H;
• C(═N—OH)—R13;
• C(═N—OH)—R14;
• C(═N—O—R13)—H;
• C(═N—O—R13)—R13;
• C(═N—O—R13)—R14;
• C(═O)NH2;
• C(═O)—N(H)R13;
• C(═O)—N(R13)2;
• C(═O)—N(H)R14;
• C(═O)—N(R14)2;
• C(═O)—N(R13)(R14);
• C(═O)—N(Ra)(Rb);
• OH;
• OR13;
• OCF3;
• OCF2H;
• OCFH2;
• OCF2Cl;
• OCFCl2;
• OR14;
• O—C(═O)R13;
• O—C(═O)R14;
• O—C(═O)—N(H)R13;
• O—C(═O)—N(H)R14;
• O—C(═O)—N(R1)2;
• O—C(═O)—N(R14)2;
• O—C(═O)—N(R13)(R14);
• O—C(═O)—N(Ra)(Rb);
• NH2;
• N(H)R13;
• N(R13)2;
• N(H)R14;
• N(R14)2;
• N(R13)(R14);
• N(Ra)(Rb);
• NH—C(═O)—R14;
• NH—C(═O)—R13;
• N(R13)—C(═O)—R13;
• N(R13)—C(═O)—R14;
• NH—S(═O)2—R13;
• N(R13)—S(═O)2—R13;
• NH—S(═O)2—R14;
• N(R13)—S(═O)2—R14;
• N(H)—C(═O)—OR13;
• N(H)—C(═O)—OR14;
• N(R13)—C(═O)—OR13;
• N(R13)—C(═O)—OR14;
• N(H)—C(═O)—NH2;
• N(H)—C(═O)—N(H)R13;
• N(H)—C(═O)—N(H)R14;
• N(H)—C(═O)—N(R13)2;
• N(H)—C(═O)—N(R14)2;
• N(H)—C(═O)—N(R13)(R14);
• N(H)—C(═O)—N(Ra)(Rb);
• N(R13)—C(═O)—NH2;
• N(R13)—C(═O)—N(H)R13;
• N(R13)—C(═O)—N(H)R14;
• N(R13)—C(═O)—N(R13)2;
• N(R13)—C(═O)—N(R14)2;
• N(R13)—C(═O)—N(R13)(R14);
• N(R13)—C(═O)—N(Ra)(Rb);
• SH;
• S—R13;
• SCF3;
• S—R14;
• S(═O)2OH;
• S(═O)2—R13;
• S(═O)2—R14;
• S(═O)—R13;
• S(═O)—R14;
• S(═O)2—OR13;
• S(═O)2—OR14;
• S(═O)2—N(H)(R13);
• S(═O)2—N(R13)2;
• S(═O)2—N(H)(R14);
• S(═O)2—N(R13)(R14);
• S(═O)2—N(Ra)(Rb);
• with the proviso that at least one of R8, R9, R10, R11 and R12 does not denote H;
• each R13 independently of each other denotes
• C1-8-aliphatic residue, unsubstituted or mono- or polysubstituted;
• or
• C3-6-cycloaliphatic residue or 3 to 7 membered heterocycloaliphatic residue, in each case unsubstituted or mono- or polysubstituted;
• or
• C3-6-cycloaliphatic residue or 3 to 7 membered heterocycloaliphatic residue, in each case unsubstituted or mono- or polysubstituted, and in each case connected via a C1-4-aliphatic residue, unsubstituted or mono- or polysubstituted;
• each R14 independently of each other denotes
• aryl and heteroaryl residue, in each case independently of one another unsubstituted or mono- or polysubstituted,
• or
• aryl and heteroaryl residue, in each case independently of one another unsubstituted or mono- or polysubstituted and in each case connected via a C1-4-aliphatic group, unsubstituted or mono- or polysubstituted;
• Ra and Rb together with the N-atom connecting them form a 3 to 7 membered heterocyclic residue, unsubstituted or mono- or polysubstituted;
• optionally in the form of a single stereoisomer or a mixture of stereoisomers, in the form of the free compound and/or a physiologically acceptable salt thereof and/or a physiologically acceptable solvate thereof.