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Last Updated: April 15, 2024

Claims for Patent: 10,004,717


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Summary for Patent: 10,004,717
Title:Glycopyrrolate salts
Abstract: Salts of glycopyrrolate, including solid forms and formulations such as topicals thereof, are disclosed. Methods of making glycopyrrolate salts, including formulations such as topicals thereof, and methods of treating hyperhidrosis with salts of glycopyrrolate, and formulations such as topicals thereof, are disclosed.
Inventor(s): Statler; John Allan (Redwood City, CA), Shaw; Anthony Adrian (North Vancouver, CA), Imbert; Delphine Caroline (Cupertino, CA), Nelson; Jennifer Leigh (Kokomo, IN), Andres; Patricia (West Lafayette, IN), McQueen; Lisa Lynn (West Lafayette, IN), Boerrigter; Stephan Xander Mattheus (West Lafayette, IN), Selbo; Jon Gordon (West Lafayette, IN), Andres; Mark Christopher (West Lafayette, IN)
Assignee: DERMIRA, INC. (Menlo Park, CA)
Application Number:15/438,636
Patent Litigation and PTAB cases: See patent lawsuits and PTAB cases for patent 10,004,717
Patent Claims: 1. An aqueous glycopyrrolate solution comprising: a racemic mixture of: (R)-3-((S)-2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidi- nium 4-methylbenzenesulfonate, and (S)-3-((R)-2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidi- nium 4-methylbenzenesulfonate, about 0.15% by weight anhydrous citric acid, about 0.06% by weight sodium citrate dihydrate, and between about 57 to about 59.5% by weight of dehydrated ethanol, wherein: the weight percent of said glycopyrrolate tosylate is between about 1% and about 6%; and the pH of said aqueous glycopyrrolate solution is between 3.5 and 5.5.

2. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is between about 1% and about 4%.

3. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is between about 1.25% and about 4%.

4. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is between about 2.5% and about 3.75%.

5. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is between about 4.1% and about 4.6%.

6. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 1.25%.

7. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 2.4%.

8. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 2.5%.

9. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 3.75%.

10. The aqueous glycopyrrolate solution of claim 1, further comprising povidone as a binding agent and a butyl ester of a polyvinylmethylether/maleic anhydride acid copolymer as a film-forming agent.

11. The aqueous glycopyrrolate solution of claim 1, said aqueous glycopyrrolate solution comprising a buffer comprising citric acid, sodium citrate, or a combination thereof.

12. The aqueous glycopyrrolate solution of claim 1, wherein the pH of said aqueous glycopyrrolate solution is between about 4.0 and 5.0.

13. The aqueous glycopyrrolate solution of claim 1, wherein the pH of said aqueous glycopyrrolate solution is about 4.5.

14. The aqueous glycopyrrolate solution of claim 1, wherein the pH of said aqueous glycopyrrolate solution is between about 4.0 and 4.7.

15. The aqueous glycopyrrolate solution of claim 1, wherein the pH of said aqueous glycopyrrolate solution is between about 4.1 and 4.6.

16. The aqueous glycopyrrolate solution of claim 12, wherein the pH of said aqueous glycopyrrolate solution is between about 4.0 and about 5.0 at 25.degree. C.

17. The aqueous glycopyrrolate solution of claim 1, wherein said aqueous glycopyrrolate solution is clear and colorless or pale yellow at a pH of between about 4.0 and about 5.0 at 25.degree. C.

18. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 2.5% and wherein the pH of said aqueous glycopyrrolate solution is about 4.5.

19. A method of treating hyperhidrosis comprising topically administering a therapeutically effective amount of an aqueous glycopyrrolate solution of claim 1 to the skin of a mammal.

20. The method of claim 19, wherein said mammal is human.

21. The method of claim 19, wherein said aqueous glycopyrrolate solution is applied to the axilla.

22. The method of claim 19, wherein said aqueous glycopyrrolate solution is applied to the hands.

23. The method of claim 19, wherein said aqueous glycopyrrolate solution is applied to the feet.

24. The method of claim 19, wherein said aqueous glycopyrrolate solution is applied to the groin, face, back, or abdomen.

25. The method of claim 19, wherein said administering is with an absorbent pad.

26. The aqueous glycopyrrolate solution of claim 1, wherein the weight percent of said glycopyrrolate tosylate is about 2.4% and wherein the pH of said aqueous glycopyrrolate solution is about 4.5.

27. An absorbent pad containing the solution of claim 1.

28. The absorbent pad of claim 27, wherein the absorbent pad is polypropylene.

29. The absorbent pad of claim 27, wherein the absorbent pad is nonwoven 100% polypropylene.

30. The absorbent pad of claim 27, wherein the absorbent pad is in a pouch.

31. The absorbent pad of claim 30, wherein the pouch is a laminate containing aluminum foil as a layer.

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