IP Library › Granted Patent US 11,952,384
Granted Patent B2
US 11,952,384 · App. 18/147,070 · Granted Apr 9, 2024

Anti-tumor compound and preparation method and use thereof

Inventors: Yu Zhang (Shanghai, CN); Zhongyuan Zhu (Shanghai, CN); Haiqing Hua (Shanghai, CN); Bing Li (Shanghai, CN); Jian Li (Shanghai, CN); Shengchao Lin (Shanghai, CN); Xi Li (Shanghai, CN); Hongxia Shen (Shanghai, CN)
Assignee: DUALITY BIOLOGICS (SUZHOU) CO., LTD.
C07D491/22A61K47/65A61K47/6803A61K47/6855A61P35/00
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Quick Facts
Patent No.
US 11,952,384
App. No.
18/147,070
Granted
Apr 9, 2024
Kind
B2
Abstract

The present application relates to an anti-tumor compound and a preparation method and use thereof, and in particular to a compound or a tautomer, a mesomer, a racemate, an enantiomer or a diastereoisomer thereof, or a mixture thereof, or a pharmaceutically acceptable salt thereof, and a preparation method and use thereof.

Claims (39)

1. A compound of general formula (III-E) or a tautomer, a mesomer, a racemate, an enantiomer or a diastereoisomer thereof, or a mixture thereof, or a pharmaceutically acceptable salt thereof,

wherein R 1 is selected from the group consisting of: —O—, —(R 2 )N— and —S—;

X is -L 1 -CH 2 —C(O)—;

L 1 is —(C(R 3a )(R 3b )) m —;

wherein R 2 is hydrogen, or a C 1-6 aliphatic group optionally substituted with R; each R 3a and each R 3b are independently hydrogen, protium, deuterium, tritium, halogen, —NO 2 , —CN, —OR, —SR, or a C 1-6 aliphatic group optionally substituted with R;

wherein R is hydrogen, protium, deuterium, tritium, halogen, —NO 2 , —CN, —OH, —SH, or —NH 2 ;

m is selected from the group consisting of integers from 1 to 5, and R 3a and R 3b are not both hydrogen in each —C(R 3a )(R 3b )—.

2. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to claim 1 , wherein m is 1, and L 1 is —C(R 3a )(R 3b )—.

3. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to claim 1 , wherein m is 2, and L 1 is —(C(R 3a )(R 3b )) 2 —.

4. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is a C 1-6 aliphatic group.

5. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3b is hydrogen or a C 1-6 aliphatic group.

6. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is a C 1-6 aliphatic group, and R 3b is hydrogen.

7. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is methyl, and R 3b is hydrogen.

8. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is a C 1-6 aliphatic group, and R 3b is a C 1-6 aliphatic group.

9. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is methyl, and R 3b is a C 1-6 aliphatic group.

10. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 3a is methyl, and R 3b is methyl.

11. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 1 is —(R 2 )N— or —S—, and R 2 is hydrogen or a C 1-6 aliphatic group.

12. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R 1 is —O—.

13. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 1 , wherein R is hydrogen.

14. A compound or a tautomer, a mesomer, a racemate, an enantiomer or a diastereoisomer thereof, or a mixture thereof, or a pharmaceutically acceptable salt thereof, wherein the compound comprises the structures selected from the group consisting of:

15. A compound of general formula (III-F) or a tautomer, a mesomer, a racemate, an enantiomer or a diastereoisomer thereof, or a mixture thereof, or a pharmaceutically acceptable salt thereof,

wherein, L x is

wherein R 1 is selected from the group consisting of: —O—, —(R 2 )N— and —S—;

X is -L 1 -CH 2 —C(O)—;

L 1 is —(C(R 3a )(R 3b )) m —;

wherein R 2 is hydrogen or a C 1-6 aliphatic group optionally substituted with R, each R 3a and each R 3b are independently hydrogen, protium, deuterium, tritium, halogen, —NO 2 , —CN, —OR, —SR, or a C 1-6 aliphatic group optionally substituted with R;

wherein R is hydrogen, protium, deuterium, tritium, halogen, —NO 2 , —CN, —OH, —SH, or —NH 2 ;

m is selected from the group consisting of integers from 1 to 5, and R 3a and R 3b are not both hydrogen in each —C(R 3a )(R 3b )—.

16. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 15 ,

wherein L x is

R 1 is selected from the group consisting of: —O—, —(R 2 )N— and —S—;

X is -L 1 -CH 2 —C(O)—;

L 1 is —(C(R 3a )(R 3b )) m —, m is 1 or 2, and R 3a and R 3b are not both hydrogen in each —C(R 3a )(R 3b )—;

wherein each R 2 , each R 3a and each R 3b is independently hydrogen, halogen, or a C 1-6 aliphatic group which is optionally substituted with R;

wherein each R is hydrogen or halogen.

17. The compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to any one of claim 15 , wherein the compound comprises the structures selected from the group consisting of:

18. A pharmaceutical composition, comprising the compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to claim 1 , and a pharmaceutically acceptable carrier.

19. A method for treating a tumor, comprising administering to a subject in need with the compound or the tautomer, the mesomer, the racemate, the enantiomer or the diastereoisomer thereof, or the mixture thereof, or the pharmaceutically acceptable salt thereof according to claim 1 , and/or a pharmaceutical composition that comprise the same.

20. The method according to claim 19 , wherein the tumor is selected from the group consisting of: lung cancer, kidney cancer, urinary tract carcinoma, colorectal cancer, prostatic cancer, glioblastoma multiforme, ovarian cancer, pancreatic cancer, breast cancer, melanoma, liver cancer, bladder cancer, stomach cancer and esophageal cancer.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2023
From: ZHANG, YU; ZHU, ZHONGYUAN; HUA, HAIQING; LI, BING; LI, JIAN; LIN, SHENGCHAO; LI, XI; SHEN, HONGXIA
To: DUALITY BIOLOGICS (SUZHOU) CO., LTD.
Reel/Frame 063195/0373 →
Priority Claims (1)
CN 202011061580.7 · Sep 30, 2020 · national
Continuity (4)
Continuation 17828433 · May 31, 2022
Continuation 17825090 · May 26, 2022
Continuation PCTCN2021121721 · Sep 29, 2021
Related Publication 20230212182A1 · Jul 6, 2023
Cited By (1)
US 12,434,077