IP Library Granted Patent US 11,548,853
Granted Patent B2
US 11,548,853 · App. 17/587,812 · Granted Jan 10, 2023

Isoquinoline compounds and their use in treating AhR imbalance

Inventors: Channa K. Jayawickreme (Morrisville, NC); Susan H. Smith (Pennsburg, PA); Cunyu Zhang (Devon, PA); William Zuercher (Mies, CH)
Assignee: DERMAVANT SCIENCES GMBH
C07D217/20A61K9/0014A61K31/47A61P29/00
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Quick Facts
Patent No.
US 11,548,853
App. No.
17/587,812
Granted
Jan 10, 2023
Kind
B2
Abstract

The present invention is directed to novel compounds of Formula (I), or a pharmaceutically acceptable salt, solvate or hydrate thereof. Pharmaceutical compositions comprising a compound of Formula (I), or a pharmaceutically acceptable salt, solvate or hydrate thereof, are also described. The invention is also directed to use of the compounds of Formula (I) for treating a condition in a mammal associated with AhR imbalance, such as an inflammatory disease or disorder.

Claims (26)

1. A method of treating an inflammatory disorder selected from the group consisting of psoriasis, atopic dermatitis, vitiligo, acne, uveitis radiation dermatitis, COPD, asthma, multiple sclerosis, and inflammatory bowel disease, in a subject in need thereof, comprising administering to said subject a therapeutically effective amount of a compound which is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

or a pharmaceutically acceptable salt, solvate or hydrate thereof to thereby treat the inflammatory disorder.

2. The method of claim 1 , wherein the compound is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

3. The method of claim 1 wherein the inflammatory disorder is selected from the group consisting of psoriasis, atopic dermatitis, and acne.

4. The method of claim 1 wherein the compound, or a pharmaceutically acceptable salt, solvate or hydrate thereof, is administered topically.

5. The method of claim 1 , wherein the compound is at least 90% pure by weight.

6. The method of claim 1 , wherein the compound is at least 95% pure by weight.

7. The method of claim 1 , wherein the compound is at least 98% pure by weight.

8. The method of claim 1 , wherein the compound is at least 99% pure by weight.

9. A method of treating an inflammatory disorder selected from the group consisting of psoriasis, acne, and atopic dermatitis, in a subject in need thereof, comprising administering to said subject a pharmaceutical composition comprising therapeutically effective amount of a compound which is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

or a pharmaceutically acceptable salt, solvate or hydrate thereof and a pharmaceutically acceptable carrier or diluent to thereby treat the inflammatory disorder.

10. The method of claim 9 , wherein the compound is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

11. The method of claim 9 , wherein the pharmaceutically acceptable carrier or diluent is suitable for topical administration.

12. The method of claim 9 , wherein the pharmaceutically acceptable carrier or diluent is suitable for a gel topical administration.

13. The method of claim 9 , wherein the pharmaceutically acceptable carrier or diluent is suitable for a cream topical administration.

14. The method of claim 9 , wherein the pharmaceutical composition is administered topically.

15. The method of claim 1 wherein the inflammatory disorder is selected from the group consisting of COPD and inflammatory bowel disease.

16. A method of treating an inflammatory disorder selected from the group consisting of COPD and inflammatory bowel disease, in a subject in need thereof, comprising administering to said subject a pharmaceutical composition comprising a therapeutically effective amount of a compound which is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

or a pharmaceutically acceptable salt, solvate or hydrate thereof and a pharmaceutically acceptable carrier or diluent to thereby treat the inflammatory disorder.

17. The method of claim 16 , wherein the compound is 2-isopropyl-5-(isoquinolin-3-yl)benzene-1,3-diol of the formula:

18. The method of claim 16 , wherein the pharmaceutically acceptable carrier or diluent is suitable for oral, parenteral or intranasal administration.

19. The method of claim 16 , wherein the pharmaceutically acceptable carrier or diluent is suitable for oral administration.

20. The method of claim 16 , wherein the pharmaceutically acceptable carrier or diluent is suitable for parenteral administration.

21. The method of claim 16 , wherein the pharmaceutical composition is administered orally.

22. The method of claim 16 , wherein the pharmaceutical composition is administered parenterally.

23. The method of claim 16 , wherein the pharmaceutical composition is administered by intranasal or oral inhalation.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2022
From: JAYAWICKREME, CHANNA K.; SMITH, SUSAN H.; ZHANG, CUNYU; ZUERCHER, WILLIAM; GLAXOSMITHKLINE LLC; GLAXOSMITHKLINE RESEARCH AND DEVELOPMENT LIMITED
To: GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED
Reel/Frame 059078/0238 →
NUNC PRO TUNC ASSIGNMENT Recorded Feb 23, 2022
From: GLAXO GROUP LIMITED; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LTD.
To: DERMAVANT SCIENCES GMBH
Reel/Frame 059079/0243 →
Continuity (4)
Division 17332805 · May 27, 2021
Provisional Application 63052561 · Jul 16, 2020
Provisional Application 63052574 · Jul 16, 2020
Related Publication 20220153703A1 · May 19, 2022