1,3,4-OXADIAZOLE HOMOPHTHALIMIDE DERIVATIVE COMPOUNDS AS HISTONE DEACETYLASE 6 INHIBITOR AND THE PHARMACEUTICAL COMPOSITION COMPRISING THE SAME Russian patent published in 2023 - IPC C07D413/06 C07D413/10 C07D413/14 C07D487/08 C07D491/107 A61K31/4245 A61K31/4439 A61K31/4725 A61K31/506 A61K31/517 A61P1/00 A61P3/00 A61P5/00 A61P17/00 A61P19/00 A61P25/00 A61P27/02 A61P31/00 

Abstract RU 2793331 C1

FIELD: pharmaceutical chemistry.

SUBSTANCE: group of inventions relates to pharmaceutical chemistry and includes a compound with formula (I), (II), specific compounds indicated in the claims, their use, as well as a pharmaceutical composition and an inhibition method based thereon. In formula (I) X1 - X4 independently refer to CR0 or N, where at least two of X1 - X4 are CR0, R0 is independently H or halogen, R1 is linear or branched -C1-5 haloalkyl, R2 and R3 are all independently H, halogen, , 3-7-membered heterocycloalkyl containing from 1 to 3 heteroatoms selected from the group including N, O or S, 3-7-membered heterocycloalkenyl containing from 1 to 3 heteroatoms selected from the group including N, O or S , 5- or 6-membered heteroaryl containing from 1 to 3 heteroatoms selected from the group consisting of N, O or S, , , , , , phenyl, indolyl or , K is O or S, Y is CRa Rb, NRc or a single bond, Ra and Rb are all independently hydrogen or -C 1-7 alkyl or Ra and Rb are bonded to each other and form a 3- 7-membered cycloalkyl, ring A is phenylene, n is 0 or 1, other substituents are as defined in the claims. In formula (II), X1 - X4 are independently CR 0 or N, where at least two of X1 - X4 are CR 0, where R0 is H, R 1 is linear or branched -C 1-5 haloalkyl , R2 and R3 are all independently H, K is O, Y is NRc, Rc is -C1-7 alkylphenyl, -C1-7 alkylheteroaryl, in which case heteroaryl is 5- or 6-membered heteroaryl , containing from 1 to 3 heteroatoms selected from the group consisting of N, O or S, or -C 1-7 alkyl-OC 1-7 alkyl, where one H atom of the group is -C1-7 alkylheteroaryl, in this case heteroaryl is a 5- or 6-membered heteroaryl containing 1 to 3 heteroatoms selected from the group consisting of N, O or S, may be substituted by the following substituent: heteroaryl-C1-5 haloalkyl, in which case heteroaryl is 5- or 6-membered heteroaryl containing 1 to 3 heteroatoms selected from the group consisting of N, O or S, ring A is phenylene, n is 0 or 1.

EFFECT: 1,3,4-oxadiazole derivatives having the properties of a highly selective HDAC6 inhibitor.

12 cl, 2 tbl, 1 ex

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RU 2 793 331 C1

Authors

Lee, Chang Sik

Oh, Jung Taek

Yun, Hokeun

Song, Hyeseung

Kim, Hyunjin Michael

Dates

2023-03-31Published

2020-05-29Filed