IP Library Granted Patent US 10,449,184
Granted Patent B2
US 10,449,184 · App. 15/949,750 · Granted Oct 22, 2019

Pharmaceutical compositions of therapeutically active compounds

Inventor: Chong-Hui Gu (Waban, MA)
Assignee: Agios Pharmaceuticals, Inc.
A61K31/444A61K9/10A61K9/146A61K9/2054A61K47/38C07D401/14
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Quick Facts
Patent No.
US 10,449,184
App. No.
15/949,750
Granted
Oct 22, 2019
Kind
B2
Abstract

Provided are compounds and pharmaceutical compositions useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound or pharmaceutical composition described herein.

Claims (23)

1. A pharmaceutical composition for oral administration comprising (a) a solid dispersion comprising between 25-75% w/w of (S)—N—((S)-1-(2-chlorophenyl)-2-((3,3-difluorocyclobutyl)amino)-2-oxoethyl)-1-(4-cyanopyridin-2-yl)-N-(5-fluoropyridin-3-yl)-5-oxopyrrolidine-2-carboxamide (Compound 1) or a pharmaceutically acceptable salt thereof, and a polymer selected from hydroxypropylmethylcellulose acetate succinate (HPMCAS), polyvinyl acetate phthalate (PVAP), hydroxypropylmethylcellulose (HPMC) and hydroxypropylmethylcellulose phthalate (HPMCP) and optionally (b) one or more pharmaceutically acceptable carrier(s).

2. The pharmaceutical composition of claim 1 wherein the polymer is HPMCAS.

3. The pharmaceutical composition of claim 2 wherein the solid dispersion is a spray-dried dispersion.

4. The pharmaceutical composition of claim 3 wherein the solid dispersion comprises between about 30 and 70% w/w Compound 1.

5. The pharmaceutical composition of claim 4 wherein the solid dispersion comprises between about 40 and 60% compound 1.

6. The pharmaceutical composition of claim 4 wherein the solid dispersion comprises about 50% w/w Compound 1.

7. The pharmaceutical composition of claim 3 wherein the solid dispersion comprises about 25% Compound 1.

8. The pharmaceutical composition of claim 3 wherein the dispersion is an amorphous dispersion.

9. The pharmaceutical composition of claim 3 wherein the dispersion further comprises a surfactant or inert pharmaceutically acceptable substance.

10. The pharmaceutical composition of claim 9 wherein the surfactant is vitamin E or sodium lauryl sulfate (SLS).

11. The pharmaceutical composition of claim 3 wherein the composition further comprises a filler.

12. The pharmaceutical composition of claim 11 wherein the filler is microcrystalline cellulose.

13. The pharmaceutical composition of claim 3 wherein the composition further comprises a disintegrant.

14. The pharmaceutical composition of claim 13 wherein the disintegrant is croscarmellose sodium.

15. The pharmaceutical composition of claim 3 wherein the composition further comprises a wetting agent.

16. The pharmaceutical composition of claim 15 wherein the wetting agent is sodium lauryl sulfate.

17. The pharmaceutical composition of claim 3 wherein the composition further comprises a glidant.

18. The pharmaceutical composition of claim 17 wherein the glidant is colloidal silicon dioxide.

19. The pharmaceutical composition of claim 3 wherein the composition further comprises a lubricant.

20. The pharmaceutical composition of claim 19 wherein the lubricant is magnesium stearate.

21. The pharmaceutical composition of claim 3 wherein the pharmaceutical composition comprises from between about 25% w/w to about 35% w/w of Compound 1, or a pharmaceutically acceptable salt thereof, from between about 25% w/w to about 35% w/w of hydroxypropylmethylcellulose acetate succinate (HPMCAS), from between about 25% w/w to about 35% w/w of microcrystalline cellulose, from between about 5% w/w to about 7% w/w croscarmellose sodium, from between about 0.5% w/w to about 1.5% w/w sodium lauryl sulfate, about from between about 1% w/w to about 3% w/w colloidal silicon dioxide, and rom between about 0.5% w/w to about 2.5% w/w of magnesium stearate, thereby totaling 100% by weight of the composition.

22. The pharmaceutical composition of claim 3 wherein the pharmaceutical composition comprises, about 30% w/w of compound 1, or a pharmaceutically acceptable salt thereof, about 30% w/w of hydroxypropylmethylcellulose acetate succinate (HPMCAS), about 29.5% w/w of microcrystalline cellulose, about 6% w/w croscarmellose sodium, about 1% w/w sodium lauryl sulfate, about 2% w/w colloidal silicon dioxide, and about 1.5% w/w of magnesium stearate.

23. The pharmaceutical composition of claim 22 wherein the pharmaceutical composition is a tablet.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE NAME SERVIER PHARMACEUTICALS LLC BY REMOVAL OF COMMA AND UPDATING ZIP CODE TO 02210 PREVIOUSLY RECORDED ON REEL 056224 FRAME 0921. ASSIGNOR(S) HEREBY CONFIRMS THE CORRECTIVE ASSIGNMENT. Recorded Oct 28, 2021
From: AGIOS PHARMACEUTICALS, INC.
To: SERVIER PHARMACEUTICALS LLC
Reel/Frame 057970/0314 →
CORRECTIVE ASSIGNMENT TO CORRECT THE APPLICATION NO. 10,172,864 TO THE CORRECT APP NO. 61/160,253 PREVIOUSLY RECORDED ON REEL 056179 FRAME 0417. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded May 12, 2021
From: AGIOS PHARMACEUTICALS, INC.
To: SERVIER PHARMACEUTICALS, LLC
Reel/Frame 056224/0921 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 7, 2021
From: AGIOS PHARMACEUTICALS, INC.
To: SERVIER PHARMACEUTICALS, LLC
Reel/Frame 056179/0417 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2019
From: GU, CHONG-HUI
To: AGIOS PHARMACEUTICALS, INC.
Reel/Frame 049510/0792 →
Continuity (4)
Continuation 15125880
Provisional Application 62081542 · Nov 18, 2014
Provisional Application 61953487 · Mar 14, 2014
Related Publication 20180325880A1 · Nov 15, 2018