FIELD: chemistry.
SUBSTANCE: invention relates to a compound of formula 1, or its optical isomer, or stereoisomer, or a pharmaceutically acceptable salt thereof, which inhibit proteinarginine methyltransferase 5 (PRMT5). In Formula 1 X1 and X2 each independently represents CH or N; Y is CH2, O or NH, when n is 0; Y is CH or N when n is 1; Z is CH2 or CH when m is 0; Z is CH or C when m is 1; Z is C when m is 2; n is integer 0 or 1; m is integer 0–2; 
is a single bond; R1 is -DR10; where D is a direct bond, -O-, -C(=O)-, -C≡C- or -CR11R12-; R10 represents hydrogen, halogen, hydroxy, cyano, C1-C7alkyl, hydroxyC1-C7alkyl, halogenC1-C7alkyl, halogenC1-C7alkylsulphonate, di(C1-C7)alkylamino, C1-C7alkylaminoC1-C7alkyl, di(C1-C7alkyl)aminoC1-C7alkyl, di(C1-C7alkyl)aminocarbonylC1-C7alkyl, saturated or unsaturated C3-C10carbocyclyl, and so forth; R11 and R12 are each independently hydrogen, hydroxy or C1-C7alkyl; R2 is hydrogen or C1-C7alkyl; R3 is hydrogen or C1-C7alkyl; R4, R5, R6 and R7 each independently represents hydrogen or C1-C7alkyl; R8 is hydrogen, C1-C7alkyl or C1-C7alkoxy and R9 is hydrogen, halogen or C1-C7alkyl. Invention also relates to a pharmaceutical composition containing said compound.
EFFECT: inventions can find application for preventing or treating a disease associated with PRMT5 inhibition.
18 cl, 3 tbl, 277 ex
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