IP Library › Granted Patent US 10,745,389
Granted Patent B2
US 10,745,389 · App. 16/476,660 · Granted Aug 18, 2020

HDAC6 selective inhibitors, preparation method therefor, and application thereof

Inventors: Hao Wu (Shanghai, CN); Changqing Wei (Shanghai, CN); Qiang Guo (Shanghai, CN); Guifen Zhang (Shanghai, CN); Bin Liu (Shanghai, CN); Yonggang Liao (Shanghai, CN); Yao Xiao (Shanghai, CN); Shuhui Chen (Shanghai, CN)
Assignees: CSTONE PHARMACEUTICALS (SUZHOU) CO., LTD.; CSTONE PHARMACEUTICALS (SHANGHAI) CO., LTD; CSTONE PHARMACEUTICALS
C07D405/14A61K9/0053A61K31/69A61P35/00C07D307/06C07D405/04
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Quick Facts
Patent No.
US 10,745,389
App. No.
16/476,660
Granted
Aug 18, 2020
Kind
B2
Abstract

Compounds serving as histone deacetylase 6 (HDAC6) selective inhibitors, and applications thereof in the preparation of drugs for treating HDAC6-related diseases. Specifically disclosed are a compound as represented by formula (I) and a pharmaceutically acceptable salt thereof.

Claims (42)

1. A compound represented by formula (I), a pharmaceutically acceptable salt or a isomer thereof,

is a single bond or a double bond;

n is 0 or 1;

each of T 1 , T 2 is independently selected from the group consisting of CH, CH 2 , —C(═O)— and N;

T 3 is C or N;

each of Z 1 , Z 2 , Z 3 is CH;

L 1 is selected from the group consisting of a single bond, —NH— and —C(═O)—NH—;

R 1 is selected from the group consisting of C 1-3 alkyl, phenyl or 6-membered heteroaryl, each of which is optionally substituted by 1, 2 or 3 R;

R 2 is —H, F, Cl, Br or I;

Ring A is 4 to 7-membered heterocycloalkyl;

R is F, Cl, Br or I;

the “hetero” in 6-membered heteroaryl or 4 to 7-membered heterocycloalkyl is independently —NH—, N or —O—;

in any of the cases above, the number of heteroatom or heteroatom group is independently 1, 2 or 3, respectively.

2. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , wherein R 1 is selected from the group consisting of methyl, ethyl, isopropyl, phenyl and pyridyl, each of which is optionally substituted by 1, 2 or 3 R; or, ring A is selected from the group consisting of oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, 1,3-dioxolanyl, 1,4-dioxepinyl, 1,4-dioxanyl, 1,4-oxazacycloheptyl and morpholinyl; or, the structural unit

3. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 2 , wherein R 1 is selected from the group consisting of CH 3 ,

each of which is optionally substituted by 1, 2 or 3 R; or, ring A is selected from the group consisting of

or, the structural unit

4. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 3 , wherein R 1 is selected from the group consisting of CH 3 ,

5. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 3 , wherein the structural unit

6. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , wherein the structural unit

or, the structural unit

is selected from the group consisting of —CH 2 —, —NH—, —C(═O)—NH—,

7. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 6 , wherein the structural unit

8. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 7 , wherein the structural unit

is selected from the group consisting of

9. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 8 , wherein the structural unit

is selected from the group consisting of

10. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , wherein the structural unit

is selected from the group consisting of

11. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 10 , wherein the structural unit

is selected from the group consisting of

12. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , wherein the structural unit

13. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , which is selected from the group consisting of

wherein, ring A, R, R 2 , L 1 and n is as defined in claim 1 ;

R 1 is as defined in claim 1 .

14. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 13 , which is

wherein,

each of E 1 , E 2 is independently —O—, —CH 2 — or —CH 2 —CH 2 —;

R, R 2 , L 1 and n is as defined in claim 1 .

15. The compounds or the pharmaceutically acceptable salt or the isomer thereof as defined in claim 1 , which is selected from the group consisting of

16. The compound, the pharmaceutically acceptable salt or the isomer thereof as defined in claim 15 is selected from the group consisting of

17. A pharmaceutical composition comprising a therapeutically effective amount of the compound or the pharmaceutically acceptable salt thereof as defined in claim 1 as an active ingredient, as well as a pharmaceutically acceptable carrier.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 24, 2019
From: WU, HAO; WEI, CHANGQING; GUO, QIANG; ZHANG, GUIFEN; LIU, BIN; LIAO, YONGGANG; XIAO, YAO; CHEN, SHUHUI
To: CSTONE PHARMACEUTICALS (SUZHOU) CO., LTD.; CSTONE PHARMACEUTICALS (SHANGHAI ) CO., LTD; CSTONE PHARMACEUTICALS
Reel/Frame 049848/0194 →
Priority Claims (1)
CN 2017 1 0017287 · Jan 10, 2017 · national
Continuity (1)
Related Publication 20190375735A1 · Dec 12, 2019
Cited By (2)
US 12,201,617 US 12,312,345