IP Library Granted Patent US 10,919,885
Granted Patent B2
US 10,919,885 · App. 16/393,183 · Granted Feb 16, 2021

Compounds and uses thereof

Inventors: Iwona Wrona (Sharon, MA); Parcharee Tivitmahaisoon (Boston, MA); Daniel Tardiff (Arlington, MA); Bhaumik Pandya (Bedford, MA); Kerem Ozboya (Cambridge, MA); Matthew Lucas (Lexington, MA); Bertrand Le Bourdonnec (Northborough, MA)
Assignee: Yumanity Therapeutics, Inc.
C07D413/14C07D261/08C07D413/06C07D413/12C07D417/14C07D487/04C07D487/10C07D491/107
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,919,885
App. No.
16/393,183
Granted
Feb 16, 2021
Kind
B2
Abstract

The present invention features compounds useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

Claims (31)

1. A compound having the structure of Formula I:

wherein

R 1 is H, halo, CN, NO 2 , hydroxyl, optionally substituted amino, optionally substituted C 1 -C 6 alkyl, optionally substituted C 1 -C 6 heteroalkyl, optionally substituted C 1 -C 6 alkenyl, optionally substituted C 1 -C 6 heteroalkenyl, optionally substituted C 3 -C 10 carbocyclyl, optionally substituted C 2 -C 9 heterocyclyl, optionally substituted C 6 -C 10 aryl, or optionally substituted C 2 -C 9 heteroaryl,

R 2 is H or optionally substituted C 1 -C 6 alkyl, or

R 1 and R 2 , together with the atoms to which each is attached, combine to form an optionally substituted C 3 -C 10 carbocyclylene, optionally substituted C 2 -C 9 heterocyclylene, optionally substituted C 6 -C 10 arylene, or optionally substituted C 2 -C 9 heteroarylene;

L 1 is optionally substituted C 1 -C 6 alkylene or optionally substituted C 1 -C 6 heteroalkylene; and

R 3 is optionally substituted C 2 -C 9 heteroaryl,

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein R 3 is a heteroaryl having the structure of Formula Ia:

wherein

each of X 1 , X 2 , X 3 , and X 4 is, independently, O, NR 4 , or CR 5 ,

wherein

each R 4 is, independently, H, optionally substituted C 1 -C 6 alkyl, optionally substituted C 1 -C 6 heteroalkyl, optionally substituted C 3 -C 10 carbocyclyl, optionally substituted C 2 -C 9 heterocyclyl, optionally substituted C 6 -C 10 aryl, or optionally substituted C 2 -C 9 heteroaryl,

each R 5 is, independently, H, CN, optionally substituted C 1 -C 6 alkyl, or optionally substituted C 1 -C 6 heteroalkyl, and

if one of X 1 , X 2 , X 3 , or X 4 is O, then the adjacent atoms are N or CR 5 ; and

X 5 is N or C, wherein 1, 2, or 3 of X 1 , X 2 , X 3 , X 4 , or X 5 is O or N.

3. The compound of claim 1 , wherein R 3 is

4. The compound of claim 1 , wherein each of R 5 is, independently, H, CN, or optionally substituted C 1 -C 6 alkyl.

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

6. The compound of claim 1 , wherein R 4 is optionally substituted C 1 -C 6 alkyl, optionally substituted C 1 -C 6 heteroalkyl, optionally substituted C 3 -C 10 carbocyclyl, optionally substituted C 2 -C 9 heterocyclyl, optionally substituted C 6 -C 10 aryl, or optionally substituted C 2 -C 9 heteroaryl.

7. The compound of claim 1 , wherein R 2 is H or optionally substituted C 1 -C 6 alkyl.

8. The compound of claim 1 , wherein R 1 is H, halo, CN, NO 2 , hydroxyl, optionally substituted amino, optionally substituted C 1 -C 6 alkyl, optionally substituted C 1 -C 6 heteroalkyl, optionally substituted C 1 -C 6 alkenyl, optionally substituted C 1 -C 6 heteroalkenyl, optionally substituted C 3 -C 10 carbocyclyl, optionally substituted C 2 -C 9 heterocyclyl, optionally substituted C 6 -C 10 aryl, or optionally substituted C 2 -C 9 heteroaryl.

9. The compound of claim 8 , wherein R 1 is is F, Cl, Br, I, CN, NO 2 , NH 2 ,

10. The compound of claim 1 , wherein R 1 and R 2 , together with the atoms to which each is attached, combine to form an optionally substituted C 3 -C 10 carbocyclylene, optionally substituted C 2 -C 9 heterocyclylene, optionally substituted C 6 -C 10 arylene, or optionally substituted C 2 -C 9 heteroarylene.

11. The compound of claim 1 , wherein L 1 is optionally substituted C 1 -C 6 heteroalkylene.

12. A compound selected from the group consisting of:

and pharmaceutically acceptable salts thereof.

13. A pharmaceutical composition comprising a compound, or pharmaceutically acceptable salt thereof, of claim 1 , and a pharmaceutically acceptable excipient.

14. A method of inhibiting toxicity in a cell related to a protein, the method comprising administering an effective amount of a compound of claim 1 .

15. A method of inhibiting SCD5, the method comprising contacting a cell with an effective amount of a compound of claim 1 .

16. A method of inhibiting SCD1, the method comprising contacting a cell with an effective amount of a compound of claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2022
From: YUMANITY THERAPEUTICS, INC.; YUMANITY, INC.
To: JANSSEN PHARMACEUTICA NV
Reel/Frame 062148/0414 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 23, 2019
From: WRONA, IWONA; TIVITMAHAISOON, PARCHAREE; TARDIFF, DANIEL; PANDYA, BHAUMIK; OZBOYA, KEREM; LUCAS, MATTHEW; BOURDONNEC, BERTRAND LE
To: YUMANITY THERAPEUTICS, INC.
Reel/Frame 049834/0541 →
Continuity (2)
Provisional Application 62662673 · Apr 25, 2018
Related Publication 20190330198A1 · Oct 31, 2019