IP Library › Granted Patent US 10,647,710
Granted Patent B2
US 10,647,710 · App. 16/476,797 · Granted May 12, 2020

Thiazole derivative and applications thereof

Inventors: Haiying He (Shanghai, CN); Zhigan Jiang (Shanghai, CN); Weihua Shi (Shanghai, CN); Jianhua Xia (Shanghai, CN); Jian Li (Shanghai, CN); Shuhui Chen (Shanghai, CN)
Assignee: Medshine Discovery Inc.
C07D417/12A61P31/22C07D277/54C07D417/14
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Quick Facts
Patent No.
US 10,647,710
App. No.
16/476,797
Granted
May 12, 2020
Kind
B2
Abstract

Disclosed in the present invention are a new thiazole compound, particularly a compound represented by formula (I), a pharmaceutical composition thereof and applications thereof in the preparation of drugs for the treatment of diseases related to herpes simplex viruses.

Claims (38)

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

wherein,

R 1 is selected from H, C 1-4 alkyl or C 3-6 cycloalkyl;

R 2 and R 3 are independently selected from H, or are independently selected from C 1-3 alkyl optionally substituted by 1, 2 or 3 R;

R 4 , R 5 , and R 6 are independently selected from H, F, Cl, Br or I, or are independently selected from the group consisting of phenyl, 5- to 6-membered heteroaryl, and 5- to 6-membered heteroaryl-O—, each of which is optionally substituted by 1, 2 or 3 R;

ring A is selected from C 5-7 cycloalkyl or 5- to 8-membered heterocycloalkyl;

R is selected from F, Cl, OH, NH 2 , —COOH, C 1-3 alkyl, C 1-3 alkoxy, —N,N-di(C 1-3 alkyl)amino, or C 1-3 alkyl-C(═O)O—;

the heteroatom or heteroatom group in the 5- to 6-membered heteroaryl and the 5- to 8-membered heterocycloalkyl is independently selected from —S—, —O—, —NH—, or N; and

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

2. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R is selected from F, Cl, OH, NH 2 , —COOH, CH 3 ,

or CH 3 —C(═O)O—.

3. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 1 is selected from H or

4. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 2 and R 3 are independently selected from H, or are independently selected from the group consisting of CH 3 and —CH 2 —CH 3 , each of which is optionally substituted by 1, 2 or 3 R.

5. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 4 , wherein R 2 and R 3 are independently selected from H, CH 3 , —CH 2 —OH, or —CH 2 —OAc.

6. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 5 , wherein R 2 is selected from H, CH 3 , —CH 2 —OH, or —CH 2 —OAc.

7. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 5 , wherein R 3 is selected from H or CH 3 .

8. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 4 , R 5 and R 6 are independently selected from H, F, Cl, Br or I, or are independently selected from the group consisting of pyridyl, thiazolyl, and pyridyl-O—, each of which is optionally substituted by 1, 2 or 3 R.

9. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 7 , wherein R 4 , R 5 and R 6 are independently selected from H, F, Cl, Br or I, or are independently selected from the group consisting of

each of which is optionally substituted by 1, 2 or 3 R.

10. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 9 , wherein R 4 , R 5 , and R 6 are independently selected from H, F, Cl,

11. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 10 , wherein R 4 is selected from H, F, Cl, or

12. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 10 , wherein R 5 is selected from H,

13. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 10 , wherein R 6 is selected from H, F, Cl, or

14. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein ring A is selected from piperidyl, pyrrolidinyl, tetrahydrofuryl, tetrahydropyranyl, oxepanyl, cyclopentyl, or cyclohexyl.

15. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , wherein the moiety

is selected from:

16. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 15 , wherein the moiety

is selected from:

17. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 16 , wherein the moiety

is selected from:

18. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 1 , which is selected from:

wherein

R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are as defined in claim 1 .

19. A compound of a formula, or an isomer or a pharmaceutically acceptable salt thereof, wherein the formula is selected from the group consisting of

20. The compound, or the isomer or the pharmaceutically acceptable salt thereof according to claim 19 , which is selected from:

21. A pharmaceutical composition, comprising:

a therapeutically effective amount of the compound or the pharmaceutically acceptable salt thereof according to claim 1 , and

a pharmaceutically acceptable carrier.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2021
From: MEDSHINE DISCOVERY INC.
To: PHAENO THERAPEUTICS CO., LTD.
Reel/Frame 057856/0299 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 13, 2021
From: MEDSHINE DISCOVERY INC.
To: PHAENO THERAPEUTICS CO., LTD.
Reel/Frame 057777/0159 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY POSTAL CODE PREVIOUSLY RECORDED AT REEL: 49718 FRAME: 512. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Aug 7, 2019
From: HE, HAIYING; JIANG, ZHIGAN; SHI, WEIHUA; XIA, JIANHUA; LI, JIAN; CHEN, SHUHUI
To: MEDSHINE DISCOVERY INC.
Reel/Frame 049995/0256 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 10, 2019
From: HE, HAIYING; JIANG, ZHIGAN; SHI, WEIHUA; XIA, JIANHUA; LI, JIAN; CHEN, SHUHUI
To: MEDSHINE DISCOVERY INC.
Reel/Frame 049718/0512 →
Priority Claims (1)
CN 2017 1 0014893 · Jan 9, 2017 · national
Continuity (1)
Related Publication 20190375744A1 · Dec 12, 2019