FIELD: organic chemistry.
SUBSTANCE: heterocyclic compound of the formula below, its pharmaceutically acceptable salt, where the thiazole ring is optionally substituted with -F or -Cl; Cy is -(C3-C7)cycloalkyl, bridged (C6-C12)cycloalkyl, or a 4-6-membered heterocyclic ring containing 1-2 heteroatoms selected from N and O, each of which is optionally substituted with halogen, - OH, (C1-C4)alkyl or (C1-C4)alkoxy; if X5 is connected to the nitrogen atom Cy, X5 is absent; if X5 is connected to a carbon atom Cy, X5 is NRa or O; X6 is NRa or O; R1 is (C1-C5)alkyl optionally substituted with -OH; R3 is (C1-C5)alkyl, -CH2-phenyl, -(C3-C7)cycloalkyl, -CH2-(C3-C7)cycloalkyl, -CH2-monocyclic 4-5-membered heterocyclic ring containing 1-2 heteroatoms selected from N and O, or a monocyclic 4-5-membered heterocyclic ring containing 1-2 heteroatoms selected from N and O, where -(C3-C7)cycloalkyl, phenyl or a monocyclic 4-5-membered heterocyclic ring represented by R3 or in the group represented by R3 is optionally substituted with halogen, -OH, (C1-C4)alkyl, halomethyl, halomethoxy, or (C1-C4)alkoxy; R2 is -NRaC(O)O(C1-C4)alkyl, -NRaC(O)NRa(C1-C4)alkyl, -NRaC(O)O-(C3-C6)cycloalkyl, -NRaC(O)NRa-(C3-C6)cycloalkyl, -NRaC(O)O-monocyclic 4-6-membered heterocyclic ring containing 1-2 heteroatoms, selected from N and O, or -NRaC(O)NRa-monocyclic 4-6-membered heterocyclic ring containing 1-2 heteroatoms selected from N and O; where (C1-C4)alkyl in the group represented by R2 is optionally substituted with halogen, -(C3-C6)cycloalkyl, phenyl, a monocyclic 5-6-membered heterocyclic ring containing 1-2 heteroatoms selected from N and O, or a monocyclic 5-6-membered heteroaromatic ring containing 1-2 heteroatoms selected from N and O; where (C3-C6)cycloalkyl in the group represented by R2 is optionally substituted with halogen, -CH3 or -ORa; where the phenyl in the group represented by R2 is optionally substituted with halogen, -CH3 or -ORa; where the heterocyclic ring in the group represented by R2 is optionally substituted with halogen, -ORa or -CH3; where the heteroaromatic ring in the group represented by R2 is optionally substituted with halogen, -CH3 or -ORa ; and each Ra is independently -H or -CH3. The invention also relates to a pharmaceutical composition based on the above compound, a method for the treatment of diseases associated with RAD51 inhibition.
EFFECT: effective inhibition of RAD51 by the compound of the specified structure in the treatment of cancer, autoimmune diseases, immunodeficiencies or neurodegenerative diseases.
57 cl, 5 tbl, 79 ex
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Authors
Dates
2023-05-12—Published
2018-09-11—Filed