US 12,391,664 B2
GluN2C/D subunit selective antagonists of the N-methyl-D-aspartate receptor
Dennis Liotta, Atlanta, GA (US); Stephen Traynelis, Decatur, GA (US); and Yao Jing, Dunwoody, GA (US)
Assigned to Emory University, Atlanta, GA (US)
Filed by Emory University, Atlanta, GA (US)
Filed on Apr. 29, 2024, as Appl. No. 18/650,059.
Application 18/650,059 is a continuation of application No. 17/042,726, granted, now 11,981,652, previously published as PCT/US2019/024578, filed on Mar. 28, 2019.
Claims priority of provisional application 62/649,112, filed on Mar. 28, 2018.
Prior Publication US 2024/0294493 A1, Sep. 5, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 401/04 (2006.01); A61K 31/415 (2006.01); A61K 31/4155 (2006.01); A61K 31/4709 (2006.01); A61K 31/497 (2006.01); A61K 45/06 (2006.01); A61P 25/00 (2006.01); A61P 25/18 (2006.01); A61P 25/24 (2006.01); A61P 25/28 (2006.01); C07D 231/06 (2006.01); C07D 401/14 (2006.01); C07D 405/04 (2006.01); C07D 409/04 (2006.01); C07D 409/14 (2006.01)
CPC C07D 401/04 (2013.01) [A61K 31/415 (2013.01); A61K 31/4155 (2013.01); A61K 31/4709 (2013.01); A61K 31/497 (2013.01); A61P 25/00 (2018.01); A61P 25/18 (2018.01); A61P 25/24 (2018.01); A61P 25/28 (2018.01); C07D 231/06 (2013.01); C07D 405/04 (2013.01); C07D 409/04 (2013.01); C07D 409/14 (2013.01); A61K 45/06 (2013.01); C07D 401/14 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A compound of Formula (I) or a salt thereof,

OG Complex Work Unit Chemistry
wherein R1, R5, and R7, in each occurrence, are individually and independently a C1 to C3 alkyl, alkoxy, halogen, or trifluoroalkyl;
wherein R2, R3, R2′, and R3′ are individually and independently H or a halogen;
wherein R4 is an amino, hydroxyl, or C1 to C3 alkoxy;
wherein R6 and R6′ are individually and independently S, O, or absent;
wherein when R6 is absent, the carbon connected to R6 is —CH2—;
wherein Ring A is a 5 or 6 membered aryl or heteroaryl or absent;
wherein Ring B is thiophene or furan;
wherein Ring C is a monocyclic or bicyclic aryl or heteroaryl ring;
wherein the dashed bond represented by custom character is a single bond or a double bond;
wherein when the dashed bond represented by custom character is a double bond, R3 and R3′ are absent;
wherein n, in each occurrence, is individually and independently 0, 1, 2, or 3; and
wherein R1, R2, R3, R2′, R3′, R4, R5, and R7, in each occurrence, are, individually and independently, optionally substituted with R10, which is a halogen, nitro, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, mercapto, sulfamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, mesyl, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N,N-diethylsulfamoyl, N-methyl-N-ethylsulfamoyl, carbocyclyl, aryl, or heterocyclyl.