US 12,448,359 B2
Compounds with immunomodulatory activity and therapeutic uses thereof
Gaurav Chopra, West Lafayette, IN (US); Prageeth Wijewardhane, West Lafayette, IN (US); Krupal P. Jethava, West Lafayette, IN (US); and Jonathan Fine, Jersey City, NJ (US)
Assigned to Purdue Research Foundation, West Lafayette, IN (US)
Appl. No. 17/908,530
Filed by Purdue Research Foundation, West Lafayette, IN (US)
PCT Filed Mar. 5, 2021, PCT No. PCT/US2021/020992
§ 371(c)(1), (2) Date Aug. 31, 2022,
PCT Pub. No. WO2021/183370, PCT Pub. Date Sep. 16, 2021.
Claims priority of provisional application 62/987,914, filed on Mar. 11, 2020.
Prior Publication US 2023/0159475 A1, May 25, 2023
Int. Cl. C07D 319/18 (2006.01); A61K 31/357 (2006.01); A61K 31/36 (2006.01); A61P 35/00 (2006.01); C07D 211/32 (2006.01); C07D 277/24 (2006.01); C07D 319/20 (2006.01); C07D 413/06 (2006.01); C07D 413/14 (2006.01); C07D 419/04 (2006.01); C07D 419/14 (2006.01); C07F 5/02 (2006.01)
CPC C07D 277/24 (2013.01) [C07D 211/32 (2013.01); C07D 319/20 (2013.01); C07D 413/06 (2013.01); C07D 413/14 (2013.01); C07D 419/04 (2013.01); C07D 419/14 (2013.01); C07F 5/027 (2013.01)] 7 Claims
 
1. A compound having the formula (I):

OG Complex Work Unit Chemistry
or a pharmaceutically acceptable salt thereof, wherein
Ar1 is 2,3-dihydrobenzo [b] [1,4]-dioxinyl;
R1 and R2 are each, independently, alkyloxy;
R3 is alkyl; and
Q is

OG Complex Work Unit Chemistry