IP Library › Granted Patent US 11,357,781
Granted Patent B2
US 11,357,781 · App. 17/231,598 · Granted Jun 14, 2022

Non-catalytic substrate-selective, p38α-specific MAPK inhibitors with endothelial-stabilizing and anti-inflammatory activity, and methods of use thereof

Inventors: Paul S. Shapiro (Baltimore, MD); Alexander D. MacKerell, Jr. (Baltimore, MD); Jeffrey D. Hasday (Timonium, MD)
Assignees: University of Maryland, Baltimore; The United States of America as represented by The Department of Veterans Affairs
A61K31/5375A61K31/18A61K31/54A61P19/02A61P29/00A61P31/00A61P35/00
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Quick Facts
Patent No.
US 11,357,781
App. No.
17/231,598
Granted
Jun 14, 2022
Kind
B2
Abstract

Compounds that inhibit p38α MAPK protein, and methods of using the same, are provided for treating or preventing diseases such as cancer or inflammatory diseases.

Claims (29)

1. A method of treating an inflammatory disease in a patient comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound having the structure:

or a pharmaceutically acceptable salt thereof, wherein,

R 5 is selected from SO 2 , —CH(OH)—, and —N(CH 3 )—; and

L 1 is selected from —CH 2 —, —C(CH 3 ) 2 —, and —C(CH 2 CH 2 )—,

wherein the inflammatory disease is selected from rheumatoid arthritis, a cardiovascular disease, multiple sclerosis, inflammatory bowel disease, multiple sclerosis, inflammatory bowel diseases, chronic obstructive pulmonary disease, asthma, acute respiratory distress syndrome, and acute lung injury.

2. The method of claim 1 , wherein L 1 is —CH 2 —.

3. The method of claim 1 , wherein L 1 is —C(CH 3 ) 2 —.

4. The method of claim 1 , wherein L 1 is —C(CH 2 CH 2 )—.

5. The method of claim 1 , wherein the compound is 4-chloro-N-(4-((1,1-dioxidothiomorpholino)methyl)phenyl)benzamide or a pharmaceutically acceptable salt thereof:

6. The method of claim 1 , wherein the compound is 4-chloro-N-(4-((4-hydroxypiperidin-1-yl)methyl)phenyl)benzamide or a pharmaceutically acceptable salt thereof:

7. The method of claim 1 , wherein the compound is 4-chloro-N-(4-((4-methylpiperazin-1-yl)methyl)phenyl)benzamide or a pharmaceutically acceptable salt thereof:

8. The method of claim 1 , wherein the disease is acute respiratory distress syndrome.

9. The method of claim 1 , wherein administering comprises administering a pharmaceutical composition comprising the compound.

10. The method of claim 1 , wherein administering comprises administering an oral dosage form comprising the compound.

11. The method of claim 10 , wherein the oral dosage form comprises a controlled-release oral dosage form, a sustained-release oral dosage form, or an extended release oral dosage form.

12. The method of claim 1 , wherein administering comprises orally administering.

13. The method of claim 1 , wherein administering comprises administering from 0.1 mg/kg to 200 mg/kg of the compound.

14. A method of treating an inflammatory disease in a patient comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound having the structure:

or a pharmaceutically acceptable salt thereof, wherein,

R 5 is —O—; and

L 1 is selected from —CH 2 —, —C(CH 3 ) 2 —, and —C(CH 2 CH 2 )—,

wherein the inflammatory disease is selected from rheumatoid arthritis, a cardiovascular disease, multiple sclerosis, inflammatory bowel disease, multiple sclerosis, inflammatory bowel diseases, chronic obstructive pulmonary disease, asthma, acute respiratory distress syndrome, and acute lung injury.

15. The method of claim 14 , wherein the disease is acute respiratory distress syndrome.

16. The method of claim 14 , wherein administering comprises administering a pharmaceutical composition comprising the compound.

17. The method of claim 14 , wherein administering comprises administering an oral dosage form comprising the compound.

18. The method of claim 17 , wherein the oral dosage form comprises a controlled-release oral dosage form, a sustained-release oral dosage form, or an extended release oral dosage form.

19. The method of claim 14 , wherein administering comprises orally administering.

20. The method of claim 14 , wherein administering comprises administering from 0.1 mg/kg to 200 mg/kg of the compound.

21. The method of claim 14 , wherein the compound is 4-chloro-N-(4-(morpholinomethyl)phenyl)benzamide or a pharmaceutically acceptable salt thereof:

Assignments (5)
CONFIRMATORY LICENSE Recorded Nov 10, 2023
From: UNIVERSITY OF MARYLAND BALTIMORE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 065548/0079 →
ASSIGNMENT OF A JOINT UNDIVIDED RIGHT, TITLE, AND INTEREST Recorded May 24, 2021
From: UNIVERSITY OF MARYLAND, BALTIMORE
To: THE UNITED STATES OF AMERICA AS REPRESENTED BY THE DEPARTMENT OF VETERANS AFFAIRS
Reel/Frame 056350/0882 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: HASDAY, JEFFREY
To: UNIVERSITY OF MARYLAND, BALTIMORE
Reel/Frame 056265/0080 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: SHAPIRO, PAUL
To: UNIVERSITY OF MARYLAND, BALTIMORE
Reel/Frame 056264/0980 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: MACKERELL, ALEXANDER, JR.
To: UNIVERSITY OF MARYLAND, BALTIMORE
Reel/Frame 056265/0120 →
Continuity (4)
Continuation 16312499
Provisional Application 62469913 · Mar 10, 2017
Provisional Application 62353856 · Jun 23, 2016
Related Publication 20210267987A1 · Sep 2, 2021
Cited By (4)
US 12,202,810 US 12,269,792 US 12,331,024 US 12,734,176