IP Library Granted Patent US 10,799,490
Granted Patent B2
US 10,799,490 · App. 16/460,111 · Granted Oct 13, 2020

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 10,799,490
App. No.
16/460,111
Granted
Oct 13, 2020
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 (12)

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 cellulosic polymer and optionally (b) one or more pharmaceutically acceptable carrier(s).

2. The pharmaceutical composition of claim 1 wherein the polymer is selected from selected from hydroxypropylmethylcelulose acetate succinate (HPMCAS) and hydroxypropylmethylcellulose (HPMC).

3. The pharmaceutical composition of claim 1 wherein the solid dispersion is a spray-dried dispersion.

4. The pharmaceutical composition of claim 1 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 5 wherein the solid dispersion comprises about 50% w/w Compound 1.

7. A pharmaceutical composition for oral administration comprising (a) a solid dispersion comprising about 50% 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 hydroxypropylmethylcelulose acetate succinate (HPMCAS) and optionally (b) one or more pharmaceutically acceptable carrier(s).

8. A method of treating acute myelogenous leukemia (AML) in a subject, characterized by the presence of a mutant allele of IDH1, the method comprising administering to the subject in need thereof a pharmaceutical composition 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 cellulosic polymer selected from hydroxypropylmethylcelulose acetate succinate (HPMCAS) and hydroxypropylmethylcellulose (HPMC) and optionally (b) one or more pharmaceutically acceptable carrier(s).

9. A method of treating acute myelogenous leukemia (AML) in a subject, characterized by the presence of a mutant allele of IDH1, the method comprising administering to the subject in need thereof a pharmaceutical composition comprising (a) a solid dispersion comprising about 50% 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 hydroxypropylmethylcelulose acetate succinate (HPMCAS) and optionally (b) one or more pharmaceutically acceptable carrier(s).

10. The method of claim 9 , wherein the mutant IDH1 has an R132X mutation.

11. The method of claim 10 , wherein the R132X mutation is selected from R132H, R132C, R132L, R132V, R132S and R132G.

12. The method of claim 11 , wherein the R132X mutation is R132H or R132C.

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 17, 2020
From: GU, CHONG-HUI
To: AGIOS PHARMACEUTICALS, INC.
Reel/Frame 052959/0688 →
Continuity (5)
Continuation 15949750 · Apr 10, 2018
Continuation 15125880
Provisional Application 62081542 · Nov 18, 2014
Provisional Application 61953487 · Mar 14, 2014
Related Publication 20190336487A1 · Nov 7, 2019