IP Library Granted Patent US 9,872,883
Granted Patent B2
US 9,872,883 · App. 15/135,147 · Granted Jan 23, 2018

Methods of producing anamorelin hydrochloride having controlled chloride content

Inventors: Shin-itsu Kuwabe (Osaka, JP); Takehiko Yanagimachi (Osaka, JP); Hideyuki Yoshiyama (Osaka, JP); Seemon Pines (Newton, PA); Eleanor De Groot (Houston, TX); Silvina Garcia Rubio (Princeton, NJ); Peter Manini (Giubiasco, CH)
Assignees: HELSINN HEALTHCARE SA; ONO PHARMACEUTICAL CO., LTD.
A61K38/05A61K9/1682C07D401/06C07D401/12C07K5/06034
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Quick Facts
Patent No.
US 9,872,883
App. No.
15/135,147
Granted
Jan 23, 2018
Kind
B2
Abstract

The present invention relates to particulate forms of anamorelin monohydrochloride or a composition comprising anamorelin monohydrochloride having controlled chloride content, preferably isolated in an amorphous and/or fine particulate state, processes for making the particulate forms, and pharmaceutical compositions comprising the particulate forms.

Claims (25)

1. A method of making a pharmaceutical dosage form comprising:

a) combining a therapeutically effective amount of anamorelin monohydrochloride with one or more pharmaceutically acceptable excipients to form a mixture;

b) processing said mixture into a finished dosage form; and

c) repeating steps (a) and (b) one or more additional times using anamorelin monohydrochloride from different batches, wherein the different batches comprise from 5.8% to 6.2% chloride.

2. The method of claim 1 , wherein the different batches comprise from 5.9% to 6.1% chloride.

3. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 3% total impurities selected from by-products, contaminants, and degradation products.

4. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 2% total impurities selected from by-products, contaminants, and degradation products.

5. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 1% total impurities selected from by-products, contaminants, and degradation products.

6. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 5% water.

7. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 3% water.

8. The method of claim 1 wherein the anamorelin monohydrochloride comprises less than 2% water.

9. The method of claim 1 wherein the anamorelin monohydrochloride is in an isolated state.

10. The method of claim 1 wherein the finished dosage form is a tablet or capsule or pellets or granules or powders.

11. The method of claim 1 wherein the anamorelin monohydrochloride has a solubility in water greater than 100 mg/mL.

12. The method of claim 1 wherein the anamorelin monohydrochloride has a solubility in water greater than 333 mg/mL.

13. The method of claim 1 wherein the anamorelin monohydrochloride has a stability defined by a percentage increase in impurities of no more than 114% when stored at 25° C. and a relative humidity of 60% for two years.

14. The method of claim 2 wherein the anamorelin monohydrochloride has a stability defined by a percentage increase in impurities of no more than 48% when stored at 25° C. and a relative humidity of 60% for two years.

15. The method of claim 1 wherein the anamorelin monohydrochloride has a chloride content of from 6.0-6.1%.

16. The method of claim 1 wherein the anamorelin monohydrochloride has a residual solvent concentration less than 5000 ppm, wherein the residual solvent concentration excludes water.

17. The method of claim 1 wherein the anamorelin monohydrochloride has a solubility in water greater than 333 mg/mL, and a stability defined by a percentage increase in impurities of no more than 114% when stored at 25° C. and a relative humidity of 60% for two years.

18. The method of claim 1 wherein the anamorelin monohydrochloride has a residual solvent concentration excluding water less than 5000 ppm, a solubility in water greater than 333 mg/mL, and a stability defined by a percentage increase in impurities of no more than 114% when stored at 25° C. and a relative humidity of 60% for two years.

19. A pharmaceutical dosage form made by the process of claim 1 .

20. A pharmaceutical dosage form made by the process of claim 16 .

21. A pharmaceutical dosage form made by the process of claim 17 .

22. A pharmaceutical dosage form made by the process of claim 18 .

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Sep 20, 2023
From: HAMILTON SA LLC
To: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; HELSINN BIREX PHARMACEUTICALS LIMITED
Reel/Frame 064961/0567 →
SECURITY INTEREST Recorded Dec 30, 2022
From: HELSINN HEALTHCARE SA; HELSINN THERAPEUTICS (U.S.), INC.; HELSINN BIREX PHARMACEUTICALS LIMITED
To: HAMILTON SA LLC
Reel/Frame 062254/0888 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2016
From: KUWABE, SHIN-ITSU; YANAGIMACHI, TAKEHIKO; YOSHIYAMA, HIDEYUKI; PINES, SEEMON; DE GROOT, ELEANOR; RUBIO, SILVINA GARCIA; MANINI, PETER
To: HELSINN HEALTHCARE S.A.; ONO PHARMACEUTICAL CO., LTD.
Reel/Frame 038518/0849 →
Continuity (4)
Continuation 14539318 · Nov 12, 2014
Division 13865649 · Apr 18, 2013
Provisional Application 61636108 · Apr 20, 2012
Related Publication 20160235804A1 · Aug 18, 2016