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US 9,284,286 B2Granted
Specific carboxamides as KCNQ2/3 modulators
AssigneeGrüNenthal GmbH
InventorsSimon Lucas, Sven Kühnert, Gregor Bahrenberg, Wolfgang Schröder
Life of this patent
Estimating the term…
Abstract
The invention relates to specific carboxamides, to processes for their preparation, to medicaments comprising these compounds and to the use of these compounds in the preparation of medicaments.
Claims16
A compound of general formula (I)
- wherein
- A1 represents CR10R11 or S;
- A2 represents CR12R13, C(═O), O, S, S(═O) or S(═O)2;
- A3, A4 and A5 independently of each other represent CR7, N, O, S or NR8,
- A6 represents CR7 or N, and
- n denotes 0 or 1,
- with the proviso, that
- if n denotes 0, then precisely one of A3, A4 and A5 represents O, S or NR8, or
- if n denotes 1, then A3, A4 and A5 independently of each other represent CR7 or N;
- and with the proviso, that if n denotes 1 and A3, A4 and A5 each represent CR7, then A6 does not represent N;
- R1 represents
- C1-10-aliphatic residue, unsubstituted or mono- or polysubstituted;
- C3-10-cycloaliphatic residue or a 3 to 10 membered heterocycloaliphatic residue, in each case unsubstituted or mono- or polysubstituted and in each case optionally linked via a C1-4-aliphatic group, which in turn is optionally unsubstituted or mono- or polysubstituted;
- aryl or heteroaryl, in each case unsubstituted or mono- or polysubstituted and in each case optionally linked via a C1-4-aliphatic group, which in turn is optionally unsubstituted or mono- or polysubstituted;
- R2, R3, R4, R5, R10, R11, R12 and R13
- each independently of another represent H;
- F;
- Cl;
- Br;
- I;
- NO2;
- CF3;
- CN;
- OH;
- OCF3;
- SH;
- SCF3;
- C1-10-aliphatic residue, O—C1-10-aliphatic residue or S—C1-10-aliphatic residue, in each case saturated or unsaturated, branched or unbranched, unsubstituted or mono- or poly-substituted;
- or C3-10-cycloaliphatic residue, saturated or unsaturated, branched or unbranched, unsubstituted or mono- or poly-substituted;
- or R2 and R3 or R4 and R5 or R10 and R11 or R12 and R13 or R2 and R11 or R2 and R4 or R2 and R13 or R4 and R13 or R4 and R11 or R11 and R13, together with the carbon atom(s) joining them, form a C3-10-cycloaliphatic residue or a 3 to 10 membered heterocycloaliphatic residue, in each case saturated or unsaturated, unsubstituted or mono- or poly-substituted;
- wherein the remaining substituents R2, R3, R4, R5, R10, R11, R12 and R13 in each case have the meaning given above;
- R6 represents a C3-10-cycloaliphatic residue or a 3 to 10 membered heterocycloaliphatic residue, in each case saturated or unsaturated, unsubstituted or mono- or poly-substituted;
- or represents an aryl or a heteroaryl, in each case unsubstituted or mono- or poly-substituted;
- each R7 independently of each other represents H, F;
- Cl;
- CN;
- CF3;
- CHF2;
- CH2F;
- OCF3;
- OCHF2;
- OCH2F;
- SCF3;
- O—C1-4-aliphatic residue, C1-4-aliphatic residue or S(═O)2—C1-4-aliphatic residue, wherein the C1-4-aliphatic residue in each case is optionally saturated or unsaturated, branched or unbranched, unsubstituted or mono- or poly-substituted;
- and R8 represents H or a C1-4-aliphatic residue, wherein the aliphatic residue is optionally saturated or unsaturated, branched or unbranched, unsubstituted or mono- or poly-substituted;
- in which an “aliphatic group” and “aliphatic residue” in each case is optionally branched or unbranched, saturated or unsaturated,
- in which a “cycloaliphatic residue” and a “heterocycloaliphatic residue” in each case is optionally saturated or unsaturated,
- in which “mono- or polysubstituted” with respect to an “aliphatic group”, an “aliphatic residue”, a “cycloaliphatic residue” and a “heterocycloaliphatic residue” relates, with respect to the corresponding residues or groups, to the substitution of one or more hydrogen atoms each independently of one another by at least one substituent selected from the group consisting of F, Cl, Br, I, NO2, NH2, NH(C1-4-aliphatic residue), N(C1-4-aliphatic residue)2, NH—C(═O)—C1-4 aliphatic residue, N(C1-4-aliphatic residue)-C(═O)—C1-4-aliphatic residue, NH—S(═O)2—C1-4-aliphatic residue, N(C1-4-aliphatic residue)-S(═O)2—C1-4-aliphatic residue, OH, OCF3, O—C1-4-aliphatic residue, O—C(═O)—C1-4-aliphatic residue, SH, SCF3, S—C1-4-aliphatic residue, S(═O)2OH, S(═O)2—C1-4-aliphatic residue, S(═O)2—O—C1-4-aliphatic residue, S(═O)2—NH(C1-4-aliphatic residue), S(═O)2—N(C1-4-aliphatic residue)2, CN, CF3, CHO, COOH, C1-4-aliphatic residue, C(═O)—C1-4-aliphatic residue, C(═O)—O—C1-4-aliphatic residue, C3-6-cycloaliphatic residue, 3 to 7 membered heterocycloaliphatic residue, benzyl, aryl, heteroaryl, C(═O)NH2, a C(═O)—NH(C1-4-aliphatic residue) and C(═O)—N(C1-4-aliphatic residue)2;
- in which “mono- or polysubstituted” with respect to “aryl” and a “heteroaryl” relates, with respect to the corresponding residues, to the substitution of one or more hydrogen atoms each independently of one another by at least one substituent selected from the group consisting of F, Cl, Br, I, NO2, NH2,
- NH(C1-4-aliphatic residue), N(C1-4-aliphatic residue)2, NH—C(═O)—C1-4-aliphatic residue, N(C1-4 aliphatic residue)-C(═O)—C1-4 aliphatic residue, NH—S(═O)2—C1-4 aliphatic residue, N(C1-4 aliphatic residue)-S(═O)2—C1-4 aliphatic residue, OH, OCF3, O—C1-4-aliphatic residue, O—C(═O)—C1-4-aliphatic residue, SH, SCF3, S—C1-4-aliphatic residue, S(═O)2OH, S(═O)2—C1-4-aliphatic residue, S(═O)2—O—C1-4-aliphatic residue, S(═O)2—NH(C1-4-aliphatic residue), S(═O)2—N(C1-4-aliphatic residue)2, CN, CF3, C(═O)H, C(═O)OH, C1-4-aliphatic residue, C(═O)—C1-4-aliphatic residue, C(═O)—O—C1-4-aliphatic residue, C3-6-cycloaliphatic residue, 3 to 7 membered heterocycloaliphatic residue, benzyl, aryl, and heteroaryl;
- in the form of an individual single stereoisomer or a mixture of the stereoisomers in any mixing ratio, and/or in the form of a free compound, a solvate and and/or a physiologically acceptable salt.
48 more elements
Dependencies are inferred from the claim text.