IP Library Granted Patent US 11,535,599
Granted Patent B2
US 11,535,599 · App. 17/701,539 · Granted Dec 27, 2022

Benzisoxazole derivative

Inventors: Tomoyuki Tanaka (Osaka, JP); Yoshiaki Isobe (Osaka, JP); Hiroyuki Kitano (Osaka, JP); Hiroaki Tanaka (Osaka, JP); Shun Narai (Osaka, JP)
Assignee: Sumitomo Pharma Co., Ltd.
C07D261/20A61P25/02A61P25/14A61P25/16C07B2200/13
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Quick Facts
Patent No.
US 11,535,599
App. No.
17/701,539
Granted
Dec 27, 2022
Kind
B2
Abstract

The present invention relates to a medicament for treating various nervous system diseases or psychiatric diseases, comprising a compound of formula (1) or a pharmaceutically acceptable salt thereof as an active ingredient, wherein R 1 is hydrogen, etc., R 2 is halogen, etc., R 3 , R 4 , R 5 , and R 6 are hydrogen, etc.

Claims (33)

1. A compound of (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , which is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

3. The compound of claim 1 , which is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

4. The compound of claim 1 , which is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

5. A pharmaceutical composition, comprising:

the compound of claim 1 or a pharmaceutically acceptable salt thereof.

6. A pharmaceutical composition comprising:

the compound of claim 2 .

7. A pharmaceutical composition comprising:

the compound of claim 3 .

8. A pharmaceutical composition comprising:

the compound of claim 4 .

9. A method for treating at least one of levodopa-induced dyskinesia in Parkinson's disease, essential tremor, chemotherapy-induced peripheral neuropathy, allodynia associated with neuropathic pain, Parkinson's disease, and at least one Parkinson's disease symptom of tremor, muscle stiffness/muscle rigidity, akinesia/bradykinesia, impairment of postural reflex, sleep disorder, and anxiety, comprising:

administering a therapeutically effective amount of the compound of claim 1 or a pharmaceutically acceptable salt thereof to a subject in need thereof.

10. The method of claim 9 , wherein (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

11. The method of claim 9 , wherein (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

12. The method of claim 9 , wherein (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

13. The method of claim 9 , wherein the disease which is treated is at least one of essential tremor, chemotherapy-induced peripheral neuropathy, Parkinson's disease, and at least one Parkinson's disease symptom of tremor, muscle stiffness/muscle rigidity, akinesia/bradykinesia, and impairment of postural reflex.

14. The method of claim 13 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

15. The method of claim 13 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

16. The method of claim 13 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

17. The method of claim 9 , wherein the disease which is treated is at least one of Parkinson's disease and at least one Parkinson's disease symptom of tremor, muscle stiffness/muscle rigidity, akinesia/bradykinesia, and impairment of postural reflex.

18. The method of claim 17 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

19. The method of claim 17 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

20. The method of claim 17 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

21. The method of claim 9 , wherein tremor as the Parkinson's disease symptom is treated.

22. The method of claim 21 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

23. The method of claim 21 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

24. The method of claim 21 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

25. The method of claim 9 , wherein the disease which is treated is essential tremor.

26. The method of claim 25 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 5.7°±0.2 and 17.3°±0.2°.

27. The method of claim 25 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 8.7°±0.2° and 17.6°±0.2°.

28. The method of claim 25 , wherein the (1R)-1-(1,2-benzoxazol-3-yl)ethane-1-sulfonamide is a crystalline form characterized by a powder x-ray diffraction pattern having diffraction angle (2θ°) peaks of 11.1°±0.2° and 20.3°±0.2°.

Assignments (1)
CHANGE OF NAME Recorded Jun 10, 2022
From: SUMITOMO DAINIPPON PHARMA CO., LTD.
To: SUMITOMO PHARMA CO., LTD.
Reel/Frame 060161/0046 →