CPC C07D 487/04 (2013.01) [C07D 519/00 (2013.01)] | 15 Claims |
1. A compound according to Formula 1,
![]() wherein
R1: N;
R2: C;
R3: N;
R4: can be the same or different, H, halogen, C1-C5 alkyl, C1-C5 haloalkyl, hydroxyl, alkoxy, cycloalkyl, —CN, carbonyl, carboxyl, carboxy ester, alkoxy, aldehyde, trihalide methyl ester, primary, secondary or tertiary amine, amide, imide, carbamate, carboxamide, nitro, sulfide, sulfurtrihalide, sulfurpentahalide, sulfinyl, sulfonyl, sulfino, sulfo, sulfonamide, or —OCF3;
wherein R4 attached to R1 and R3 is absent;
R5: absent (covalent bond to R6), C1-C5 alkyl, cycloalkyl, aryl, C1-C5 alkyl-cycloalkyl, C1-C5 alkyl-aryl, or a partially saturated bicyclic aryl;
wherein R5 is optionally substituted with one or more halogens, C1-C5 alkyl, C1-C5 haloalkyl, hydroxyl, or alkoxy;
wherein R5 is optionally substituted with at least two substituents, said two substituents forming R6, attached to adjacent atoms of R5, to form as R6 a 5- to 8-membered saturated, partially unsaturated or aromatic cyclic group comprising said adjacent two atoms of R5;
R6: cycloalkyl, aryl, heterocyclyl, or heteroaryl, wherein R6 is optionally substituted with one or more halogens, C1-C5 alkyl, C1-C5 haloalkyl, hydroxyl, alkoxy, C2-C10 alkynyl, C3-C8 cycloalkyl, a 5- or 6-membered heterocyclyl or heteroaryl comprising one or more of N, O and/or S, carbonyl, C1-C5 alkyl carboxyester, carboxamide, C1-C5 alkyl carboxamide, primary, secondary or tertiary amine, carbamate, amide amine, nitro, —CN, O, sulfide, amine sulfoxide, sulfonamide amine, sulfoxide, sulfone, sulfonamide haloalkyl, cyano, —OCF3, carbamate, imide, —SF3, —SF5, or sulfonamide, said sulfonamide optionally substituted with a 5- or 6-membered heterocyclyl or heteroaryl comprising one or more of N, O and/or S, wherein said heteroaryl is optionally substituted with alkyl;
R7: S;
R8: C1 alkyl, optionally substituted with C1 alkyl;
R9: absent (covalent bond to R10) or amide;
R10: 5-membered heteroaryl, except for pyrazolyl, or tetrahydrofurfuryl, wherein optionally a C1-C5 alkyl is positioned between R9 and R10; and
R11 (n): n is 0-5, may be the same or different, halogen, C1-C5 alkyl, CN, C1-C5 haloalkyl, hydroxyl, alkoxy, alkoxycarbonyl, cycloalkyl, aryl, C1-C5 alkyl-cycloalkyl, C1-C5 alkyl-aryl, heterocyclyl, heteroaryl, carboxamide, or C1-C5 alkyl carboxamide;
wherein optionally, two R11 form, together with two carbon atoms of R10 to which they are attached, a 5-, 6-, 7- or 8-membered cyclic residue, comprising two carbon atoms of R10 and optionally further comprising 0, 1, 2, 3 or 4 heteroatoms, said heteroatoms selected independently from nitrogen, sulfur or oxygen, wherein said cyclic residue as R11 is saturated, partially unsaturated or aromatic, and optionally substituted by one or more substituents,
wherein optionally, when R11 is aryl, heterocyclyl or heteroaryl and R11 is substituted with at least two substituents, two substituents of R11 attached to adjacent atoms of R11 form a 5- to 8-membered saturated, partially unsaturated or aromatic cyclic group comprising two atoms of R11 and further comprising 0, 1, 2, 3 or 4 heteroatoms, said heteroatoms selected independently from nitrogen, sulfur or oxygen, wherein said saturated, partially unsaturated or aromatic cyclic group is optionally substituted by one or more of R, wherein R is independently selected from the group consisting of H, alkyl, haloalkyl, alkoxy, or amine, and
wherein R11 is optionally substituted with one or more substituents selected from the group consisting of one or more halogens, C1-C5 alkyl, C1-C5 haloalkyl, hydroxyl, alkoxy, C2-C10 alkynyl, C3-C8 cycloalkyl, carbonyl, C1-C5 alkyl carboxyester, carboxamide, C1-C5 alkyl carboxamide, primary, secondary or tertiary amine, carbamate, amide amine, nitro, —CN, O, sulfide, amine sulfoxide, sulfonamide, alkyl sulfonamide, sulfonamide amine, sulfoxide, sulfone, sulfonamide haloalkyl, —OCF3, carbamate, imide, —SF3, and —SF5.
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