US 12,281,107 B2
SET8 lysine methyltransferase inhibitor and preparation method and application thereof
Xueming Su, Qionghai (CN); Wei Li, Qionghai (CN); and Chao Yang, Qionghai (CN)
Assigned to Hainan Yiling Medical Industry & Development Co., Ltd., Qionghai (CN)
Appl. No. 16/972,454
Filed by HAINAN YILING MEDICAL INDUSTRY & DEVELOPMENT Co., Ltd., Qionghai (CN)
PCT Filed Dec. 5, 2019, PCT No. PCT/CN2019/123383
§ 371(c)(1), (2) Date Dec. 4, 2020,
PCT Pub. No. WO2021/082181, PCT Pub. Date May 6, 2021.
Claims priority of application No. 201911060493.7 (CN), filed on Nov. 1, 2019.
Prior Publication US 2021/0363138 A1, Nov. 25, 2021
Int. Cl. C07D 249/08 (2006.01); C07D 401/04 (2006.01); C07D 405/14 (2006.01); C07D 413/04 (2006.01); C07D 413/14 (2006.01)
CPC C07D 413/14 (2013.01) [C07D 249/08 (2013.01); C07D 401/04 (2013.01); C07D 405/14 (2013.01); C07D 413/04 (2013.01); C07B 2200/07 (2013.01)] 2 Claims
 
1. A composition, comprising:
a compound selected from the group consisting of:
1): 2-(3-(4-methoxybenzyl)-1-(1-methylpiperidin-4-yl)-1H-1,2,4-triazol-5-yl) morpholine;
2): 2-(1,3-bis(4-methoxybenzyl)-1H-1,2,4-triazol-5-yl) morpholine;
3): 2-(1-cyclohexyl-3-(4-methoxybenzyl)-1H-1,2,4-triazol-5-yl) morpholine;
4): 2-(3-(4-methoxybenzyl)-1-phenyl-1H-1,2,4-triazol-5-yl) morpholine;
5): 2-(3-(4-methoxybenzyl)-1-(m-methylphenyl)-1H-1,2,4-triazol-5-yl) morpholine;
6): 2-(3-(4-methoxybenzyl)-1-(pyridin-2-yl)-1H-1,2,4-triazol-5-yl) morpholine;
7): 2-(3-(4-methoxybenzyl)-1-(pyrazin-2-yl)-1H-1,2,4-triazol-5-yl) morpholine;
8): 2-(3-(4-methoxybenzyl)-1-methyl-1H-1,2,4-triazol-5-yl) morpholine;
9): 4-benzyl-2-(3-(4-methoxybenzyl)-1-(1-methylpiperidin-4-yl)-1H-1,2,4-triazol-5-yl) morpholine;
10): 4-(3-(4-methoxybenzyl)-5-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-5-yl)-1-methylpiperidin;
11): 3-(4-methoxybenzyl)-1-(1-methylpiperidin-4-yl)-1H-1,2,4-triazol-5-yl)methylamine;
12): 1,3-bis(4-methoxybenzyl)-5-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazole;
13): 2-(1-(4-methoxybenzyl)-3-phenyl-1H-1,2,4-triazol-5-yl) morpholine;14): 2-(3-benzyl-1-(1-methylpiperidin-4-yl)-1H-1,2,4-triazol-5-yl) morpholine;
15): 2-(1-(1-methylpiperidin-4-yl)-3-phenyl-1H-1,2,4-triazol-5-yl) morpholine;
16): 2-(1-(1-methylpiperidin-4-yl)-3-(p-methylphenyl)-1H-1,2,4-triazol-5-yl) morpholine;
17): 2-(1-(1-methylpiperidin-4-yl)-3-(m-methylphenyl)-1H-1,2,4-triazol-5-yl) morpholine;
18): 4-(5-cyclohexyl-3-(4-methoxybenzyl)-1H-1,2,4-triazol-5-yl)-1-methylpiperidin;
19): 4-(5-(tert-butyl)-3-(4-methoxybenzyl)-1H-1,2,4-triazol-5-yl)-1-methylpiperidin;
20): 4-(3-(4-methoxybenzyl)-5-methyl-1H-1,2,4-triazol-5-yl)-1-methylpiperidin; and
21): 5-cyclohexyl-1,3-[d]bis(4-methoxybenzyl)-1H-1,2,4-triazole.