FIELD: chemistry.
SUBSTANCE: invention relates to 1,3,4-oxadiazole derivative of formula I, where L1, L2 and L3 each independently represents -(C0-C2 alkyl)-; a, b and c each independently represents CR4, {where R4 is -H}; R1 is -CF2H or CX3; R2 represents structures (a), (b), (c); Y is -N-; when Y is -N-, R5, R6 and R8 each independently represents -(C1-C4 alkyl), -(C3-C7 cycloalkyl), -(C2-C6 heterocycloalkyl) containing an O atom in the ring, -CF3, -CF2H, -C(=O)-(C1-C4 alkyl), -C(=O)-(C3-C7 cycloalkyl), -C(=O)-(C2-C6 heterocycloalkyl), containing one O atom in the ring, -C(=O)-O(C1-C4 alkyl), -C(=O)-NRCRD, -S(=O)2-(C1-C4 alkyl), -C4-C5heteroaryl, containing one or two N atoms in the ring, or structure (d), wherein at least one H of -(C1-C4 alkyl), -(C=O)-(C1-C4 alkyl) and -(C3-C7 cycloalkyl) can be substituted with -X or -OH; Z is -CH2- or -O-; RC - RD each independently represents -(C1-C4 alkyl); m and n are each independently an integer selected from 1 or 2; Ra-Rd each independently represents -H; R3 is -C6aryl, wherein at least one H of -C6 aryl can each independently be substituted with -X; X is F, Cl, Br or I. Invention also relates to a pharmaceutical composition having histone deacetylase 6 inhibiting activity, containing as an active ingredient a therapeutically effective amount of a compound of formula I or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier, a method of inhibiting histone deacetylase 6 and use of a compound of formula I for preparing a drug for inhibiting histone deacetylase 6.
EFFECT: compound of formula I, having selective inhibitory activity on histone deacetylase 6 (HDAC6).
12 cl, 4 tbl, 84 ex
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Authors
Dates
2024-07-02—Published
2021-02-25—Filed