IP Library Granted Patent US 10,568,884
Granted Patent B2
US 10,568,884 · App. 15/818,264 · Granted Feb 25, 2020

Compounds and compositions as protein kinase inhibitors

Inventors: Shenlin Huang (San Diego, CA); Xianming Jin (San Ramon, CA); Zuosheng Liu (San Diego, CA); Daniel Poon (Piedmont, CA); John Tellew (La Jolla, CA); Yongqin Wan (Irvine, CA); Xing Wang (San Diego, CA); Yongping Xie (San Diego, CA)
Assignee: Array BioPharma Inc.
A61K31/506A61K9/0053A61K31/4184A61K45/06C07D401/14C07D403/04C07D405/14
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Quick Facts
Patent No.
US 10,568,884
App. No.
15/818,264
Granted
Feb 25, 2020
Kind
B2
Abstract

The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated kinase activity, particularly diseases or disorders that involve abnormal activation of B-Raf.

Claims (18)

1. A method of treating colon carcinoma in a subject in need thereof, the method comprising:

(a) detecting a mutant BRAF kinase in the colon carcinoma; and

(b) orally administering to said subject a therapeutically effective amount of:

(i) a pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof; and

(ii) a pharmaceutical composition comprising a MEK inhibitor.

2. The method of claim 1 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof and said pharmaceutical composition comprising said MEK inhibitor are administered as a non-fixed combination.

3. The method of claim 2 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof and said pharmaceutical composition comprising said MEK inhibitor are administered sequentially.

4. The method of claim 3 , wherein the colon carcinoma is colon carcinoma having a B-Raf V600E mutation.

5. The method of claim 4 , wherein the MEK inhibitor is selected from: AS703026; MSC1936369B; GSK1120212; AZD6244; PD-0325901; ARRY-438162; RDEA119; GDC0941; GDC0973; TAK-733; RO5126766; and XL-518.

6. The method of claim 5 , wherein the MEK inhibitor is ARRY-438162.

7. The method of claim 3 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof is formulated as a capsule.

8. The method of claim 6 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof is formulated as a capsule.

9. The method of claim 2 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof and said pharmaceutical composition comprising said MEK inhibitor are administered concurrently.

10. The method of claim 9 , wherein the colon carcinoma is colon carcinoma having a B-Raf V600E mutation.

11. The method of claim 10 , wherein the MEK inhibitor is selected from: AS703026; MSC1936369B; GSK1120212; AZD6244; PD-0325901; ARRY-438162; RDEA119; GDC0941; GDC0973; TAK-733; RO5126766; and XL-518.

12. The method of claim 11 , wherein the MEK inhibitor is ARRY-438162.

13. The method of claim 9 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof is formulated as a capsule.

14. The method of claim 12 , wherein said pharmaceutical composition comprising methyl N-[(2S)-1-({4-[3-(5-chloro-2-fluoro-3-methanesulfonamidophenyl)-1-(propan-2-yl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-yl]carbamate or a pharmaceutically acceptable salt thereof is formulated as a capsule.

Assignments (5)
MERGER Recorded Jun 4, 2019
From: IRM, LLC
To: NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.
Reel/Frame 049355/0753 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2019
From: HUANG, SHENLIN; LIU, ZUOSHENG; TELLEW, JOHN; WAN, YONGQIN; WANG, XING; XIE, YONGPING
To: IRM LLC
Reel/Frame 048892/0245 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2019
From: JIN, XIANMING; POON, DANIEL
To: NOVARTIS AG
Reel/Frame 048892/0307 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2019
From: NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.
To: NOVARTIS AG
Reel/Frame 048892/0417 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2019
From: NOVARTIS AG
To: ARRAY BIOPHARMA INC.
Reel/Frame 048892/0465 →