FIELD: chemistry.
SUBSTANCE: invention relates to a compound of formula (I) or its enantiomer, diastereomer or pharmaceutically acceptable salt form. In formula (I): Rx is C1-4alkyl or C3-6cycloalkyl; Ry is C1-4alkyl; and Rz is hydrogen; R1 is selected from a group consisting of hydrogen, -OR5, C1-4alkyl, C2-4alkenyl, halogen, -CN, C3-6cycloalkyl, Heta, -C(=O)-OH, -C(=O)-O-C1-4alkyl, -NR6aR7a and -C(=O)-NR6bR7b; each of R2a and R2b is independently selected from a group consisting of hydrogen, -NR6cR7c, C3-6cycloalkyl, C1-4alkyl and C1-4alkyl substituted with 1, 2 or 3 halogen atoms; X1 is N or CRa; X2 is N or CRb; provided that only one of X1 and X2 is N in any case; R3 is hydrogen, C1-4alkyl or -OC1-4alkyl; R4 is halogen, cyano or trifluoromethyl; R5 is selected from a group consisting of hydrogen, C1-4alkyl, C3-6cycloalkyl, Hetb and C1-4alkyl substituted with one or two substituents, each independently selected from the group consisting of -C(=O)-NR8R9, -C(=O)-OH, -C(=O)-O-C1-4alkyl, C3-6cycloalkyl and phenyl; each of R6a, R6b, R6c, R7a, R7b, R7c, R8 and R9 is independently selected from the group consisting of hydrogen and C1-4alkyl; Heta is monocyclic 4–7-membered non-aromatic heterocyclyl containing one or two heteroatoms selected from nitrogen, oxygen and sulphur; Hetb is monocyclic 4–7-membered non-aromatic heterocyclyl containing one or two heteroatoms selected from nitrogen, oxygen and sulphur; Ra is -OC1-4alkyl, each of which is optionally substituted with one, two or three substitutes representing a halogen atom; or Ra is 2H-1,2,3-triazol-2-yl or C3-6cycloalkyl; wherein each of them is optionally substituted at one or two carbon atoms by means of a substituent, which in each case is independently selected from the group consisting of C1-4 alkyl and C1-4alkyl, substituted with one -OH; Rb is hydrogen. Also disclosed is a pharmaceutical composition containing a compound of formula (I), and a method of treating using the compound of formula (I).
EFFECT: disclosed compounds are inhibitors of MALT1 (mucosal lymphoid tissue translocation protein 1) and can be useful for treating a disease, syndrome, condition or disorder associated with MALT1 disease, syndrome, condition or disorder, including but not limited to cancer and immunological diseases.
9 cl, 5 tbl, 2 ex
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Authors
Dates
2024-10-07—Published
2020-04-10—Filed