FIELD: chemistry.
SUBSTANCE: invention relates to a compound of formula I
in which R1 means Hal, CF3, OA, Het1, COOR3 or CON(R3)2, R2 means H, Hal or CN, R3 means H or A, X denotes phenylene, pyridine diyl, 1,3-thiazole diyl, each of which is unsubstituted or monosubstituted with Hal and/or A, Y is absent or CO, O[C(R3)2]n, NR3CO, CONR3, CONR3[C(R3)2]n, CONHCH2C(CH3)2, SO2, SO2N(R3), -N= or S(=O,=NR3), Z means H, A, OA, [C(R3)2]nHet2 or N=S(=O)A2, A denotes a straight or branched alkyl containing 1–10 C atoms, in which one or two CH- and/or CH2-groups, which are not located next to each other, can be replaced with O atoms and where 1–7 H atoms can be replaced with R5, or means (CH2)nCyc, Cyc denotes a cyclic alkyl containing 3–7 C atoms, R5 means OH, SO2A or N(R3)2, Het1 denotes pyrazolyl, which can be monosubstituted by A, Het2 denotes 4–7-membered monocyclic aromatic, unsaturated or saturated heterocycle containing from 1 to 3 N, O and/or S atoms, which can be unsubstituted or mono-, di- or trisubstituted by A, Hal, CN, OR3, [C(R3)2]nN(R3)2, [C(R3)2]nSO2A, [C(R3)2]nNR3SO2A, Het3, =NR3 and/or =O, or denotes 7–10-membered bicyclic aromatic, unsaturated or saturated heterocycle containing from 1 to 3 atoms of N, O and/or S, which can be unsubstituted or mono-, di- or trisubstituted by A, Hal, Het3 and/or =O, Het3 denotes 4–6-membered monocyclic aromatic, unsaturated or saturated heterocycle containing from 1 to 3 N, O and/or S atoms, which can be unsubstituted or mono- or disubstituted by A, Hal, OR3, oxetanyl and/or =O, or denotes 7-membered bicyclic aromatic, unsaturated or saturated heterocycle containing from 1 to 2 N and/or O atoms, Hal denotes F, Cl, Br or I, n denotes 0, 1, 2 or 3, and pharmaceutically acceptable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios, provided that the compound of formula I does not include 6-chloro-3-[5-(3-methoxyphenyl)-3-isoxazolyl]-1H-indazole and pharmaceutically acceptable solvates, salts, tautomers and stereoisomers thereof , including mixtures thereof in all ratios, as well as to methods of producing, drugs for inhibiting c-KIT kinase and for treating and/or preventing malignant growth, where the malignant neoplasm is a gastrointestinal malignant neoplasm.
EFFECT: obtaining novel compounds which can be used as c-KIT kinase inhibitors and for treating and/or preventing malignant growth, where the malignant neoplasm is a gastrointestinal malignant neoplasm.
12 cl, 2 tbl, 22 ex
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Authors
Dates
2025-03-18—Published
2020-02-10—Filed