IP Library › Granted Patent US 9,527,837
Granted Patent B2
US 9,527,837 · App. 14/955,074 · Granted Dec 27, 2016

Inhibitors of EZH2

Inventors: Kuo-Long Yu (Zionsville, IN); Deqi Guo (Carmel, IN)
Assignee: Eli Lilly and Company
C07D409/14C07D401/14
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,527,837
App. No.
14/955,074
Granted
Dec 27, 2016
Kind
B2
Abstract

The present invention relates to compounds that inhibit activity of the histone lysine N-methyltransferase, Enhancer of Zeste Homolog 2 (EZH2), pharmaceutical compositions comprising the compounds, and methods of using the compounds to treat cancer, such as hematologic and solid tumors.

Claims (18)

1. A compound selected from the group consisting of:

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1R)-1-[trans-4-(3-methoxyazetidin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof, and

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1S)-1-[trans-4-(3-methoxyazetin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof.

2. The compound according to claim 1 which is N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1R)-1-[trans-4-(3-methoxyazetidin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof.

3. The compound according to claim 2 which is N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1R)-1-[trans-4-(3-methoxyazetidin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

4. A pharmaceutical composition comprising a compound selected from the group consisting of:

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1R)-1-[trans-4-(3-methoxyazetidin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof, and

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1S)-1-[trans-4-(3-methoxyazetin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof, and one or more pharmaceutically acceptable excipients, carriers, or diluents.

5. A method of treating cancer, wherein the cancer is diffuse large B-cell lymphoma, comprising administering to a patient in need thereof, an effective amount of a compound selected from the group consisting of:

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1R)-1-[trans-4-(3-methoxyazetidin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof, and

N-[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]-5-{(1S)-1-[trans-4-(3-methoxyazetin-1-yl)cyclohexyl]ethyl}-4-methylthiophene-3-carboxamide:

or a pharmaceutically acceptable salt thereof.

Continuity (2)
Provisional Application 62088045 · Dec 5, 2014
Related Publication 20160159782A1 · Jun 9, 2016