Novel compounds

A compound according to formula (I) as defined herein or a salt or solvate thereof:

• R1=C1-C12 preferably C4-C12 alkyl, C2-C12 preferably C4-C12 alkenyl, C2-C12 preferably C4-C12 alkynyl, C3-C8 cycloalkyl, C5-C8 cycloalkenyl, C5-C12 bicycloalkyl, C7-C12 bicycloalkenyl, C8-C14 tricycloalkyl, —OC1-C12 preferably —OC3-C12 alkyl, —OC2-C12 preferably —OC3-C12 alkenyl, —OC2-C12 preferably —OC3-C12 alkynyl, —OC3-C8 cycloalkyl, —OC5-C8 cycloalkenyl, —OC5-C12 bicycloalkyl, —OC7-C12 bicycloalkenyl, —OC8-C14 tricycloalkyl, —SC1-C12 preferably —SC3-C12 alkyl, —SC2-C12 preferably —SC3-C12 alkenyl, —SC2-C12 preferably —SC3-C12 alkynyl, —SC3-C8 cycloalkyl, —SC5-C8 cycloalkenyl, —SC5-C12 bicycloalkyl, —SC7-C12 bicycloalkenyl, —SC8-C14 tricycloalkyl, —NHR7 or —NR7R8 wherein R7 and R8 are independently from each other selected from:
• C1-C12 preferably C3-C12 alkyl, C2-C12 preferably C3-C12 alkenyl, C2-C12 preferably C3-C12 alkynyl, C3-C8 cycloalkyl, C5-C8 cycloalkenyl, C5-C12 bicycloalkyl, C7-C12 bicycloalkenyl, C8-C14 tricycloalkyl, or wherein R7 can form a ring structure together with R8 wherein the said ring structure including the N-atom is selected from three to eight membered cyclic structures or five to twelve membered bicyclic structures and wherein all said ring structures can additionally contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom contained in the ring structure, and particularly wherein such a replacement results in residues that contain at least twice the number of C atoms than heteroatoms independently selected from O, S and N;
• wherein all alkyl, alkenyl and alkynyl residues contained in the definitions of R1, R7 and R8 are linear or branched, and are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, ═O, C3-C8 cycloalkyl, C5-C8 cycloalkenyl, C5-C12 bicycloalkyl, C7-C12 bicycloalkenyl, C8-C14 tricycloalkyl, linear or branched —OC1-C5 alkyl such as —OCH3, —OC3-C5 cycloalkyl such as —O(cyclopropyl), linear or branched —NH(C1-C5 alkyl), linear or branched —N(C1-C5 alkyl)(C1-C5 alkyl), —NH(C3-C5 cycloalkyl) such as —NH(cyclopropyl), —N(C3-C5 cycloalkyl)(C3-C5 cycloalkyl), linear or branched —N(C1-C5 alkyl)(C3-C5 cycloalkyl);
• wherein when an alkyl, alkenyl and alkynyl residue contained in the definitions of R1, R7 and R8 is substituted with one or more substituents being ═O, such substitution with ═O cannot result in one of the groups selected from C═O, S═O and N═O directly bound to an aromatic ring;
• wherein all cyclic structures, bicyclic structures and tricyclic structures including cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl and tricycloalkyl residues contained in the definitions of R1, R7 and R8 are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, ═O, linear or branched C1-C5 alkyl such as —CH3, linear or branched —OC1-C5 alkyl such as —OCH3, linear or branched —NH(C1-C5 alkyl), linear or branched —N(C1-C5 alkyl)(C1-C5 alkyl), —NH(C3-C5 cycloalkyl) such as —NH(cyclopropyl), —N(C3-C5 cycloalkyl)(C3-C5 cycloalkyl), linear or branched —N(C1-C5 alkyl)(C3-C5 cycloalkyl);
• wherein all alkyl, alkenyl and alkynyl residues contained in the definitions of R1, R7 and R8 can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom, and wherein such a replacement results in residues that contain at least twice the number of C atoms than heteroatoms independently selected from O, S and N, and wherein such replacement additionally cannot result in one of the groups selected from C═O, S═O and N═O directly bound to an aromatic ring;
• wherein all cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl and tricycloalkyl residues contained in the definitions of R1, R7 and R8 can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom, and wherein such a replacement results in residues that contain at least the same number of C atoms than heteroatoms independently selected from O, S and N;
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl and tricycloalkyl residues contained in the definitions of R1, R7 and R8 can be partially or fully halogenated, particularly fluorinated, more particularly perfluorinated;
• wherein bicyclic and tricyclic residues include fused, bridged and spiro systems;
• R2-R5 are independently from each other selected from —H, —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, linear or branched C1-C4 alkyl, linear or branched C2-C4 alkenyl, linear or branched C2-C4 alkynyl, C3-C6 cycloalkyl, —CH2(C3-C6 cycloalkyl), linear or branched —OC1-C3 alkyl, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl and cycloalkyl residues contained in the definitions of R2-R5 are unsubstituted or substituted with one or more substituents independently selected from —F, —Cl, —Br, —I, —CH3, —CF3, —OH and —OCH3, —OCF3, —NH2, —NHCH3, —N(CH3)2;
• wherein all alkyl, alkenyl, alkynyl and cycloalkyl residues contained in the definitions of R2-R5 can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom, and wherein such a replacement cannot result in one of the groups selected from C═O and S═O directly bound to an aromatic ring;
• X1-X4 are independently from each other selected from N, CR9, CR10, CR11, CR12;
• R9-R12 are independently from each other selected from —H, —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, linear or branched C1-C4 alkyl, linear or branched C2-C4 alkenyl, linear or branched C2-C4 alkynyl, C3-C6 cycloalkyl, —CH2(C3-C6 cycloalkyl), linear or branched —OC1-C3 alkyl, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl and cycloalkyl residues contained in the definitions of R9-R12 are unsubstituted or substituted with one or more substituents independently selected from —F, —Cl, —Br, —I, —CH3, —CF3, —OH and —OCH3, —OCF3, —NH2, —NHCH3, —N(CH3)2;
• wherein all alkyl, alkenyl, alkynyl and cycloalkyl residues contained in the definitions of R9-R12 can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom, and wherein such a replacement cannot result in one of the groups selected from C═O and S═O directly bound to an aromatic ring;
• wherein R9-R12 are preferably selected from —H, —F, —Cl, —Br, —CH3, —CF3, —OH, —OCH3, —OCF3, cyclopropyl, oxiranyl, —C(CH3)3, —N(CH3)2, —NH2, —CN, —CH2OCH3, —OCH(CH3)2, —CH2NH2, —CH2N(CH3)2, —CH2OH, —NO2, —CH2-N-morpholinyl;
• R6=—H, C1-C8 preferably C1-C4 alkyl, C2-C8 preferably C2-C4 alkenyl, C2-C8 preferably C2-C4 alkynyl, C3-C6 cycloalkyl, C5-C6 cycloalkenyl, C5-C12 bicycloalkyl, C7-C12 bicycloalkenyl, C8-C14 tricycloalkyl, and aromatic and heteroaromatic residues preferably six-membered aromatic cycles and five to six membered heteroaromatic cycles;
• and wherein bicyclic and tricyclic residues include fused, bridged and spiro systems;
• wherein said cycloalkyl, cycloalkenyl bicycloalkyl, bicycloalkenyl, tricycloalkyl, aromatic and heteroaromatic residues contained in the definition of R6 can optionally be linked through a C1 alkylene or a C2 alkylene or a C3 alkylene linker to the N to which R6 is bound;
• wherein all aromatic and heteroaromatic residues contained in the definition of R6 are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, linear or branched C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, linear or branched —OC1-C3 alkyl such as —OCH3, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl and tricycloalkyl residues, and alkylene linkers contained in the definition of R6 are linear or branched, and are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, ═O, linear or branched C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, linear or branched —OC1-C3 alkyl such as —OCH3, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl, tricycloalkyl and heteroaromatic residues, and alkylene linkers contained in the definition of R6 can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom;
• wherein R6 is preferably —H, —CH3, —CH2CH3, n-propyl, isopropyl, cyclopropyl, —CF3 and —CF2CF3, benzyl, tert-butyl, phenyl, cyclohexyl, 1-phenylethyl, 2,2-dimethyl-1-phenylpropyl, (1-naphtyl)-methyl, 4-methoxybenzyl, 4-trifluoromethylbenzyl, tetrahydropyranyl;
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl, tricycloalkyl, aromatic and heteroaromatic residues contained in the definitions of R2-R6 and R9-R12 can be partially or fully halogenated, particularly fluorinated, more particularly perfluorinated;
• Y=—H, linear or branched C1-C6 alkyl, linear or branched C2-C6 alkenyl, linear or branched C2-C6 alkynyl, C3-C6 cycloalkyl, C5-C6 cycloalkenyl, —OH, linear or branched —OC1-C6 alkyl, linear or branched —OC2-C6 alkenyl, linear or branched —OC2-C6 alkynyl, —OC3-C6 cycloalkyl, —OC5-C6 cycloalkenyl, —CN, aromatic and heteroaromatic residues preferably six-membered aromatic cycles and five- to six-membered heteroaromatic cycles, —S(O)R13 and —S(O)2R13 wherein R13 is selected from linear or branched C1-C6 alkyl, linear or branched C2-C6 alkenyl, linear or branched C2-C6 alkynyl, C3-C6 cycloalkyl, C5-C6 cycloalkenyl, —CF3, and —C6H4CH3;
• wherein all cycloalkyl, cycloalkenyl, aromatic and heteroaromatic residues contained in the definition of Y can optionally be linked through a C1 alkylene, or a C2 alkylene, or a C3 alkylene, or an —O—, or an —O—CH2—, or an —O—CH2—CH2— linker to the N to which Y is bound;
• wherein all aromatic and heteroaromatic residues contained in the definition of Y are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, —NO2, linear or branched C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, linear or branched —OC1-C3 alkyl such as —OCH3, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl residues, and alkylene linkers contained in the definition of Y are linear or branched, and are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —NH2, ═O, linear or branched C1-C3 alkyl, C2-C3 alkenyl, C2-C3 alkynyl, cyclopropyl, linear or branched —OC1-C3 alkyl such as —OCH3, —O(cyclopropyl), linear or branched —NH(C1-C3 alkyl), linear or branched —N(C1-C3 alkyl)(C1-C3 alkyl), —NH(cyclopropyl), —N(cyclopropyl)2, linear or branched —N(C1-C3 alkyl)(cyclopropyl);
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and heteroaromatic residues, and alkylene linkers contained in the definition of Y can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom;
• wherein all alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aromatic and heteroaromatic residues and alkylene linkers contained in the definition of Y can be partially or fully halogenated, particularly fluorinated, more particularly perfluorinated;
• wherein Y can form a ring structure together with R6, wherein the said ring structure including the N-atom of formula I is selected from three-membered rings, four-membered rings, five-membered rings, six-membered rings, from five- to twelve-membered bicyclic residues, from eight- to fourteen-membered tricyclic residues, and from heteroaromatic residues, wherein all rings, bicyclic, tricyclic and heteroaromatic residues can additionally contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom contained in the ring structure, and wherein all rings, bicyclic, tricyclic and heteroaromatic residues are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —OCH3, —NH2, —NHCH3, —N(CH3)2, ═O, —CH3, —CF3, morpholinyl;
• and wherein bicyclic and tricyclic residues include fused, bridged and spiro systems;
• Z1 and Z2 are selected from the following groups:
• wherein Z1 is selected from linear or branched C1-C3 alkyl preferably —CH3, cyclopropyl, oxiranyl, N-methyl-aziridinyl, thiiranyl, —CN, —N3, —CF3, —CF2CF3, and wherein Z2 is independently selected from —H and linear or branched C1-C3 alkyl preferably —CH3, —CF3, —CF2CF3 (la);
• or wherein Z1 and Z2 are together ═O, ═S, ═NR14 (Ib);
• wherein R14 is selected from —H, —OH, —OCH3, —CN, —S(O)C(CH3)3, —S(O)2CH3, —S(O)2CF3, linear or branched C1-C3 alkyl preferably —CH3, cyclopropyl, —CF3, —CF2CF3, —CH2CF3, —C6H5, —CH2C6H5;
• or wherein Z1 and Z2 form together a cyclic residue including the carbon atom to which they are bound (Ic);
• wherein the cyclic residue is selected from three-membered rings, four-membered rings, five-membered rings and six-membered rings, wherein all rings optionally can contain one or more heteroatoms independently selected from O, S and N in replacement of a carbon atom contained in the ring structure;
• wherein all rings are unsubstituted or substituted with one or more substituents independently selected from:
• —F, —Cl, —Br, —I, —CN, —NCO, —NCS, —OH, —OCH3, —NH2, —NHCH3, —N(CH3)2, ═O, —CH3 and —CF3;
• wherein all alkyl and cyclic residues contained in the definitions of Z1 and Z2 can be partially or fully halogenated, particularly fluorinated, more particularly perfluorinated.