IP Library › Granted Patent US 11,999,748
Granted Patent B2
US 11,999,748 · App. 18/453,748 · Granted Jun 4, 2024

Exatecan derivatives, linker-payloads, and conjugates and thereof

Inventors: Gang Qin (Suzhou, CN); Tony Yantao Zhang (Shanghai, CN); Guangming Chen (Shanghai, CN); Paul H. Song (Suzhou, CN); Boyu Zhong (Shanghai, CN); Mingyu Hu (Suzhou, CN)
Assignee: GENEQUANTUM HEALTHCARE (SUZHOU) CO., LTD.
C07D491/22
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Quick Facts
Patent No.
US 11,999,748
App. No.
18/453,748
Granted
Jun 4, 2024
Kind
B2
Abstract

The present disclosure relates to the biopharmaceutical field, in particular, Exatecan derivatives, linker-payloads, and conjugates and thereof antibody-drug conjugates, and the corresponding preparing process and use thereof.

Claims (31)

1. A compound or a pharmaceutically acceptable salt thereof, wherein the compound has the structure of formula (i):

wherein,

a is 0 or 1;

the carbon atoms marked with p1* and p2* each is asymmetric center, and the asymmetric center is S configured, R configured or racemic;

L 1 is selected from C 1-6 alkylene, which is unsubstituted or substituted with one substituent selected from halogen, —OH and —NH 2 ;

M is —CH 2 —, —NH— or —O—;

L 2 is C 1-3 alkylene;

R 1 is Cl; and

R 2 is F.

2. The compound of claim 1 , which is selected from:

or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , wherein L 1 is selected from C 1-6 linear alkylene, C 1-6 branched alkylene, C 3-6 cyclic alkylene and C 3-4 cyclic alkyl-C 1-2 linear alkylene group, which are each independently unsubstituted or substituted with one substituent selected from halogen, —OH and —NH 2 .

4. The compound of claim 1 , wherein L 1 is selected from C 1-4 linear alkylene, C 1-4 branched alkylene, C 3-4 cyclic alkylene and cyclopropyl-methylene, which are each independently unsubstituted or substituted with one substituent selected from halogen, —OH and —NH 2 .

5. The compound of claim 1 , wherein L 1 is selected from —CH 2 —, —C 2 H 4 —,

which are each independently unsubstituted or substituted with at least one substituent selected from halogen, —OH and —NH 2 .

6. The compound of claim 1 , wherein L 1 is selected from —CH 2 —,

wherein “#” marks the position attached to carbonyl.

7. The compound of claim 1 , wherein L 1 is selected from —CH 2 —,

wherein “#” marks the position attached to carbonyl.

8. The compound of claim 1 , wherein L 1 is selected from —CH 2 —,

wherein “#” marks the position attached to carbonyl.

9. The compound of claim 1 , wherein the halogen is selected from F, Cl and Br.

10. The compound of claim 1 , wherein M is —CH 2 —, —NH— or —O—; and L 2 is —C 2 H 4 —; or M is —CH 2 —, and L 2 is —CH 2 —.

11. The compound of claim 1 , wherein the carbon atom marked with p1* is S configured or racemic; and/or the carbon atom marked with p2* is S configured or racemic.

12. The compound of claim 1 , wherein

a is 0, R 1 is Cl, R 2 is F, and L 1 is selected from —CH 2 —,

13. The compound of claim 1 , wherein the carbon atom marked with p1* is S configured; and/or the carbon atom marked with p2* is S configured.

14. A method of inhibiting the proliferation of a tumor and/or cancel cell, comprising contacting the tumor and/or cancer cell with the compound of claim 1 .

15. The method of claim 14 , wherein the compound of claim 1 is delivered to the tumor and/or cancer cell using an ADC (antibody-drug conjugate) comprising the compound of claim 1 .

16. A method of inhibiting the proliferation of a tumor and/or cancer cell, comprising contacting the tumor and/or cancer cell with the compound of claim 2 .

17. The method of claim 16 , wherein the compound of claim 2 is delivered to the tumor and/or cancer cell using an ADC (antibody-drug conjugate) comprising the compound of claim 2 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2023
From: QIN, GANG; ZHANG, TONY YANTAO; CHEN, GUANGMING; SONG, PAUL H.; ZHONG, BOYU; HU, MINGYU
To: GENEQUANTUM HEALTHCARE (SUZHOU) CO., LTD.
Reel/Frame 065088/0620 →
Priority Claims (1)
WO PCT/CN2021/130896 · Nov 16, 2021 · international
Continuity (2)
Continuation 18053459 · Nov 8, 2022
Related Publication 20240018159A1 · Jan 18, 2024
Cited By (1)
US 12,539,336