IP Library Granted Patent US 12,054,506
Granted Patent B2
US 12,054,506 · App. 17/698,283 · Granted Aug 6, 2024

Reducing agents and uses thereof

Inventors: Ronald Graham (Carlsbad, CA); Zachary Terranova (San Diego, CA)
Assignee: Singular Genomics Systems, Inc.
C07F9/6521
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Quick Facts
Patent No.
US 12,054,506
App. No.
17/698,283
Granted
Aug 6, 2024
Kind
B2
Abstract

Disclosed herein, inter alia, are novel reducing agents having the general formula and methods of use thereof.

Claims (49)

1. A compound having the formula:

wherein,

R 1 is —W 1 -L 1 -R 4 ;

R 2 is halogen or —W 2 -L 2 -R 5 ;

R 3 is halogen or —W 3 -L 3 -R 6 ;

W 1 , W 2 , and W 3 are independently —O—, —S—, or —NH—;

L 1 , L 2 , and L 3 are independently substituted or unsubstituted C 1 to C 8 alkylene;

R 4 is

R 5 is hydrogen, —OH, NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , or

R 6 is hydrogen, —OH, NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , or

 and

wherein R 4A , R 4B , R 5A , R 5B , R 6A , and R 6B are independently substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.

2. The compound of claim 1 , wherein W 1 , W 2 , and W 3 are each —O—.

3. The compound of claim 1 , wherein W 1 , W 2 , and W 3 are each —S— or —NH—.

4. The compound of claim 1 , wherein L 1 , L 2 , and L 3 are independently unsubstituted C 1 to C 4 alkylene.

5. The compound of claim 1 , wherein R 4 is

6. The compound of claim 1 , wherein R 5 is hydrogen, —OH,

—NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 ,

7. The compound of claim 1 , wherein R 6 is hydrogen, —OH, —NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 ,

8. The compound of claim 1 , wherein R 1 has the formula:

9. The compound of claim 1 , wherein R 2 is halogen or has the formula:

10. The compound of claim 1 , wherein R 2 has the formula

11. The compound of claim 1 , wherein R 3 is halogen or has the formula:

12. The compound of claim 1 , wherein R 3 has the formula:

13. The compound of claim 1 , wherein R 2 and R 3 are halogen, and R 1 is

14. The compound of claim 1 , wherein R 1 , R 2 , and R 3 are each

15. The compound of claim 1 , wherein R 2 and R 3 are each

and R 1 is

16. The compound of claim 1 , wherein R 4 is

17. The compound of claim 1 , having the formula:

18. A compound having the formula:

wherein,

R 1 is —W 1 -L 1 -R 4 ;

R 2 is halogen or —W 2 -L 2 -R 5 ;

R 3 is halogen or —W 3 -L 3 -R 6 ;

W 1 , W 2 , and W 3 are independently —O—, —S—, or —NH—;

L 1 , L 2 , and L 3 are independently a substituted or unsubstituted alkylene, substituted or unsubstituted heteroalkylene, substituted or unsubstituted cycloalkylene, substituted or unsubstituted heterocycloalkylene, substituted or unsubstituted arylene, or substituted or unsubstituted heteroarylene;

R 4 is

 wherein

 is

R 5 is hydrogen, —OH, NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , or

R 6 is hydrogen, —OH, NH 2 , —COOH, —CONH 2 , —SH, —SO 3 H, —SO 4 H, —SO 2 NH 2 , or

 and

wherein R 4A , R 4B , R 5A , R 5B , R 6A , and R 6B are independently substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.

19. The compound of claim 18 , having formula:

wherein z4 and z5 are independently an integer from 1 to 20.

20. The compound of claim 1 , wherein R 1 has the formula:

21. The compound of claim 1 , wherein R 2 has the formula:

22. The compound of claim 1 , wherein R 3 has the formula:

Assignments (2)
SECURITY INTEREST Recorded Mar 7, 2025
From: SINGULAR GENOMICS SYSTEMS, INC.
To: FIRST-CITIZENS BANK & TRUST COMPANY
Reel/Frame 070440/0465 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2022
From: GRAHAM, RONALD; TERRANOVA, ZACHARY
To: SINGULAR GENOMICS SYSTEMS, INC.
Reel/Frame 059307/0431 →
Continuity (2)
Provisional Application 63163394 · Mar 19, 2021
Related Publication 20220315614A1 · Oct 6, 2022