Pyridinone- and pyridazinone-based compounds and uses thereof

Patent metadata

Field	Value
Publication number	US-11964960-B2
Application number	US-201916979506-A
Country	US
Kind code	B2
Filing date	Mar 8, 2019
Priority date	Mar 9, 2018
Publication date	Apr 23, 2024
Grant date	Apr 23, 2024

Abstract

The various examples presented herein are directed to compounds of the formula A-L 1 -Het 1 -L 2 -Cy 1 or a pharmaceutical acceptable salt, polymorph, prodrug, solvate or clathrate thereof, wherein: A is cycloalkyl, aryl, arylalkyl or heterocyclyl; Het 1 is heterocyclyl containing at least two heteroatoms; Cy 1 is a heterocyclyl; L 1 is a bond, alkyl, alkenyl or alkynyl linker; L 2 is an acyl or alkyl linker; and A and Cy 1 are different. The compounds are useful in the treatment of fibrotic diseases, abnormal vascular leak and pathological angiogenesis.

First claim

What is claimed is:

1. A compound of the formula:

wherein:
A is:

G is N;
Y is N or C(CH 3 );
X is CH or C(CH 3 );
Z is CH, C(CH 3 ) or N;
R 2 is H or CH 3 ;
Q is N or CH;
L is N or CH;
T is N, CH or C—CN; and
R 3 is bromo, —CHCH 2 , —C≡CH, —CFCH 2 , —C(CF 3 )CH 2 , —C(CH 3 )CH 2 or —C≡C(CH 3 );
wherein:
R 3 is not bromo when A is phenyl, X is C(CH 3 ), Y is C(CH 3 ), Z is CH, R 2 is H, and Q, T, and L are CH.

2. The compound of claim 1 , wherein the group of the formula:

is a group of the formula:

3. The compound of claim 1 , wherein R 3 is —CHCH 2 , —C≡CH, or —C(CF 3 )CH 2 .

4. A pharmaceutical composition comprising one or more compounds of claim 1 and a pharmaceutically acceptable carrier.

5. A compound selected from:

or a pharmaceutically acceptable salt thereof.

Assignees

• Univ Cornell
• Tri Inst Therapeutics Discovery Inst

Inventors

• Hla Timothy
• Jilishitz Irina
• Meinke Peter
• Stamford Andrew
• Foley Michael
• Sato Ayumu
• Wada Yasufimi
• Fukase Yoshiyuki
• Kina Asato
• TAKAHAGI Hiroki
• Igawa Hideyuki
• Polvino William J

Classifications

• C07D401/06 Primary

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• A61P1/16

  for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics · CPC title

• C07D403/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C07D413/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C07D417/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title