IP Library Granted Patent US 11,655,233
Granted Patent B2
US 11,655,233 · App. 16/900,616 · Granted May 23, 2023

WNT signaling pathway inhibitors for treatments of disease

Inventors: Fengtian Xue (Potomac, MD); Yan Shu (Clarksville, MD)
Assignee: University of Maryland, Baltimore
C07D401/12A61K31/353A61K31/4184A61K31/422A61K31/427A61K31/4245A61K31/4439A61K31/4725A61K31/497A61K31/5377A61K31/541A61P1/16A61P3/10A61P35/00C07D207/34C07D207/416C07D231/14C07D249/06C07D401/14C07D403/12C07D405/12C07D413/12C07D413/14C07D417/12C07D417/14
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Quick Facts
Patent No.
US 11,655,233
App. No.
16/900,616
Granted
May 23, 2023
Kind
B2
Abstract

Compounds and compositions are provided as inhibitors of the Wnt/β-catenin pathway for the treatment of diseases that implicate the same.

Claims (12)

1. A compound having formula (II):

wherein R 7 represents a substituent selected from the group consisting of substituted or unsubstituted-isoquinolin-3-yl, quinolin-2-yl, quinolin-3-yl, naphthyl, thiazolyl, isooxazolyl, benzothiazolyl, benzimidizolyl, benzopyronyl,

R 8 represents a substituent selected from the group consisting of H, OH, NO 2 , CN, halo, unsubstituted alkyl, and substituted or unsubstituted alkenyl, alkynyl, aryl, amino, and alkoxy;

R 9 , R 10 , R 11 , R 12 , and R 13 each can independently represent a substituent selected from the group consisting of H, OH, NO 2 , CN, halo, and substituted or unsubstituted alkyl, alkylcarbonyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycle, heteroaryl, amino, alkoxy, carboxy, carbalkoxy, carboxamido, sulfonyl, sulfonamido, sulfinyl, monoalkylaminosulfinyl, dialkylaminosulfinyl, monoalkylaminosulfonyl, dialkylaminosulfonyl, alkylsulfonylamino, hydroxysulfonyloxy, alkoxysulfonyloxy, alkylsulfonyloxy, hydroxysulfonyl, alkoxysulfonyl, alkylsulfonylalkyl, monoalkylaminosulfonylalkyl, dialkylaminosulfonylalkyl, monoalkylaminosulfinylalkyl, and dialkylaminosulfinylalkyl;

X 4 represents N or CR 14 ;

X 5 represents N;

R 14 independently represents a substituent selected from the group consisting of H, OH, NO 2 , CN, halo, and substituted or unsubstituted alkyl, alkylcarbonyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycle, heteroaryl, amino, alkoxy, carboxy, carbalkoxy, carboxamido, sulfonyl, sulfonamido, sulfinyl, monoalkylaminosulfinyl, dialkylaminosulfinyl, monoalkylaminosulfonyl, dialkylaminosulfonyl, alkylsulfonylamino, hydroxysulfonyloxy, alkoxysulfonyloxy, alkylsulfonyloxy, hydroxysulfonyl, alkoxysulfonyl, alkylsulfonylalkyl, monoalkylaminosulfonylalkyl, dialkylaminosulfonylalkyl, monoalkylaminosulfinylalkyl, and dialkylaminosulfinylalkyl or the pharmaceutically acceptable salts of the compound.

2. The compound of claim 1 , wherein the compound is 1-(2-Methoxyphenyl)-5-methyl-N-(quinolin-2-yl)-1H-1,2,3-triazole-4-carboxamide, or 5-Methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide, or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , wherein R 7 is selected from

4. The compound of claim 1 , wherein R 7 is selected from substituted or unsubstituted isoquinolin-3-yl, quinolin-2-yl, quinolin-3-yl.

5. The compound of claim 4 , wherein R 7 is selected from

6. The compound of claim 1 , wherein R 9 is selected from hydrogen, methyl, ethyl, fluoro, bromo, chloro, CN, methoxy, NO 2 , —C(O)CH 3 , —C(O)NH 2 , phenyl, and morpholinyl.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2020
From: XU, FENGTIAN; SHU, YAN
To: UNIVERSITY OF MARYLAND, BALTIMORE
Reel/Frame 053360/0380 →
Continuity (5)
Continuation 16081657
Provisional Application 62352634 · Jun 21, 2016
Provisional Application 62301863 · Mar 1, 2016
Provisional Application 62301882 · Mar 1, 2016
Related Publication 20200299261A1 · Sep 24, 2020
Cited By (1)
US 12,378,220